Skip to main content
SpringerLink
Log in

Supramolecular 3,4:9,10-perylenetetracarboxylic diimide triads containing moieties of sumanene polyphenol derivative: Synthesis and photochemical transformations

  • Chemistry
  • Published:
Doklady Chemistry Aims and scope Submit manuscript

Abstract

A polyphenol derivative of the sumanene-containing triad with a central perylenetetracarboxylic diimide moiety was synthesized via several consecutive chemical transformations of N,N'-bis(3',5'-dimethoxybenzyl)-1,7-bis[4''-(N,N'-disumanenyl)aminophenyl]perylene-3,4:9,10-tetracarboxylic diimide. The phenolic hydroxyl groups of the resulting derivative were partly protected by introduction of two different protective groups, pentaspiran and tert-butyl butyrate ones. It was shown that this modified derivative can be used to obtain a promising positive-tone photoresists with high parameters for extreme ultraviolet nanolithography on exposure to light at 13.5 nm for the manufacture of 20 to 16 nanometer chips.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Kozawa, T., Adv. Opt. Technol., 2015, vol. 4, no. 4, pp. 311–317.

    CAS  Google Scholar 

  2. Toriumi, M. and Itani, T., Jpn. J. Appl. Phys., 2015, vol. 54, no. 6, pp. FE02–1.

    Google Scholar 

  3. Nomura, N., Okamoto, K., Yamamoto, H., et al., Jpn. J. Appl. Phys., 2015, vol. 54, no. 6, pp. FE03–1.

    Google Scholar 

  4. Frommhold, A., Yang, D.X., McClelland, A., et al., Proc. SPIE—Int. Soc. Opt. Eng., 2013, vol. 8582, p. 8682.

    Google Scholar 

  5. Schmidt, B.M. and Lentz, D., Chem. Lett., 2014, vol. 43, no. 2, pp. 171–177.

    Article  CAS  Google Scholar 

  6. Wurthner, F., Stepanenko, V., Chen, Z., et al., Org. Chem., 2004, vol. 69, no. 23, pp. 7933–7939.

    Article  Google Scholar 

  7. Shao, C., Grune, M., Stolte, M., and Wurthner, F., Chem. Eur. J., 2012, vol. 18, no. 43, pp. 13665–13677.

    Article  CAS  Google Scholar 

  8. Ishiyama, T., Murata, M., and Miyaura, N., Org. Chem., 1995, vol. 60, no. 23, pp. 7508–7510.

    Article  CAS  Google Scholar 

  9. Sakurai, H., Daiko, T., and Hirao, T., Science, 2003, vol. 301, no. 5641, p. 1878.

    Article  CAS  Google Scholar 

  10. Shrestha, B.B., Karanjit, S., Panda, G., et al., Chem. Lett., 2013, vol. 42, no. 4, pp. 386–388.

    Article  CAS  Google Scholar 

  11. Kim, S., Song, K.-H., Kang, S.O., and Ko, J., Chem. Commun., 2004, no. 1, pp. 68–69.

    Article  Google Scholar 

  12. Vainer, A.Ya., Dyumaev, K.M., Kovalenko, A.M., et al., Dokl. Chem., 2012, vol. 442, part 1, pp. 7–11.

    Article  CAS  Google Scholar 

  13. Vainer, A.Ya., Dyumaev, K.M., Eremina, L.A., et al., Dokl. Chem., 2010, vol. 435, part 1, pp. 275–278.

    Article  CAS  Google Scholar 

  14. Fitjer, L., Kuhn, W., Klages, U., et al., Chem. Ber., 1984, vol. 117, no. 10, pp. 3075–3092.

    Article  CAS  Google Scholar 

  15. Paivanranta, B., Langner, A., Kirk, E., et al., Nanotechnology, 2011, vol. 22, no. 37, pp. 375302–1.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. All-Russia Institute of Medicinal and Aromatic Plants, Russian Academy of Agricultural Sciences, ul. Grina 7, Moscow, 113628, Russia

    A. Ya. Vainer, K. M. Dymaev, A. M. Kovalenko, T. D. Belskii, S. A. Krichevskaya & L. I. Martova

Authors
  1. A. Ya. Vainer
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. K. M. Dymaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. M. Kovalenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. T. D. Belskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. S. A. Krichevskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. L. I. Martova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. Ya. Vainer.

Additional information

Original Russian Text © A.Ya. Vainer, K.M. Dymaev, A.M. Kovalenko, T.D. Belskii, S.A. Krichevskaya, L.I. Martova, 2016, published in Doklady Akademii Nauk, 2016, Vol. 469, No. 5, pp. 577–581.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Vainer, A.Y., Dymaev, K.M., Kovalenko, A.M. et al. Supramolecular 3,4:9,10-perylenetetracarboxylic diimide triads containing moieties of sumanene polyphenol derivative: Synthesis and photochemical transformations. Dokl Chem 469, 233–237 (2016). https://doi.org/10.1134/S0012500816080036

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0012500816080036

Search

Navigation