Skip to main content
Log in

Mesomorphic and Dielectric Properties of Supramolecular 3,5-Diamino-1-dodecyl-1,2,4-triazole

  • Selected articles originally published in Russian in Rossiiskii Khimicheskii Zhurnal (Russian Chemistry Journal)
  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The formation of a thermotropic smectic phase in 3,5-diamino-1-dodecyl-1,2,4-triazole was revealed by polarizing microscopy and DSC. Depending on heating and cooling conditions, transitions between different types of layered packings occur, which was evidenced by dielectric measurements. Quantum-chemical simulation established that the mesomorphism of 1,2,4-triazole derivatives is associated with the formation of supramolecules with a higher polarizability anisotropy. The calculation results confirmed the possibility of lateral hydrogen bonding which favors layered smectic packing.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Lehn, J.-M., Supramolecular Chemistry. Concepts and Perspectives, Weinheim: VCH, 1995.

    Book  Google Scholar 

  2. Kapustin, A.P. and Bykova, N.T., Kristallografiya, 1968, vol. 13, p. 345.

    CAS  Google Scholar 

  3. Paleos, C.M. and Tsiourvas, D., Liq. Cryst., 2001, vol. 28, no. 8, p. 1127. https://doi.org/10.1080/02678290110039516

    Article  CAS  Google Scholar 

  4. Kajitani, T., J. Mater. Chem., 2004, vol. 14, p. 3449. https://doi.org/10.1039/B408672D

    Article  CAS  Google Scholar 

  5. Kato, T., Kubota, Y., Nakano, M., and Uryu, T., Chem. Lett., 1995, vol. 24, no. 12, p. 1127. https://doi.org/10.1246/cl.1995.1127

    Article  Google Scholar 

  6. Burmistrov, V.A., Aleksandriyskii, V.V., and Koifman, O.I.,, Vodorodnaya svyaz’ v termotropnykh zhidkikh kristallakh (Hydrogen Bond in Thermotropic Liquid Crystals), Moscow: KRASAND, 2013.

    Google Scholar 

  7. Kohmoto, S., Yamamoto, M., Kishikawa, K., and Kajitani, T., Mol. Cryst. Liq. Cryst., 2005, vol. 439, no. 1, p. 2039. https://doi.org/10.1080/15421400590954380

    Article  Google Scholar 

  8. Danilova, E.A., Ivolin, A.A., Vorontsova, A.A., Islyaykin, M.K., Anan’yeva, G.A., Zharnikova, N.V., Bykova, VV, and Usol’tseva, N.V., Zhidk. Krist. Prakt. Ispol’z., 2011, no. 3, p. 17.

  9. Moskvin, D.O., Sotsky, V.V., Danilova, E.A., Kudayarova, T. V., Smirnova, A.I., and Usol’tseva, N.V., Acta Phys. Polon. A, 2015, vol. 127, no. 4, p. 950. https://doi.org/10.12693/APhysPolA.127.950

    Article  Google Scholar 

  10. Islyaykin, M.K., Danilova, E.A., and Kudrik, E.V.,, Uspekhi khimii porfirinov (Advances in Porphyrin Chemistry), Golubchikov, O.A., Ed., St. Peterburg: Nauch. Issled. Khimii Sankt-Peterb. Gos. Univ., 1999, vol. 2, p. 300.

  11. Granik, G.V. and Grigor’ev, N.B., Oksid azota (NO): Novyi put’ k poisku lekarstv [Nitorgen Oxide (NO): New Way to Drug Design], Moscow: Vuzovskaya Kniga, 2004.

    Google Scholar 

  12. Granovskii, A.A., PC GAMESS, Version 7.0. http://classic.chem.msu.su/gran/gamess/index.html.

  13. Parr, R.G. and Yang, W., Density Functional Theory of Atoms and Molecules, New York: Oxford Univ. Press, 1989.

    Google Scholar 

  14. Becke, A.D., J. Chem. Phys, 1993, vol. 98, p. 5648. https://doi.org/10.1063/1.464913

    Article  CAS  Google Scholar 

  15. Andrienko, G.A., Chemcraft, vol. 1.8. http://www.chemcraftprog.com.

  16. Aleksandriyskii, V.V, Novikov, I.V, and Burmistrov, V.A., Zh. Fiz. Khim., 1997, vol. 71, no. 6, p. 1133.

    Google Scholar 

Download references

Funding

The work was funded by the Ministry for Education and Science of the Russian Federation in the framework of the State order (project no. 4. 1929.2017/4.6; for quantum-chemical calculations, project no. 4.3232.2017/4.6).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to I. V. Novikov, T. V. Kudayarova or V. A. Burmistrov.

Ethics declarations

No conflict of interest was declared by the authors.

Additional information

Russian Text © The Authors(s), 2017, published in Rossiiskii Khimicheskii Zhurnal, 2017, Vol. 61, No. 2, pp. 68–74.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Novikov, I.V., Aleksandriiskii, V.V., Kudayarova, T.V. et al. Mesomorphic and Dielectric Properties of Supramolecular 3,5-Diamino-1-dodecyl-1,2,4-triazole. Russ J Gen Chem 89, 1946–1951 (2019). https://doi.org/10.1134/S1070363219090342

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363219090342

Keywords

Navigation