Skip to main content
Log in

Copper 2,9(10),16(17),23(24)-and 1,8(11),15(18),22(25)-tetra-(4-carboxyphenoxy)phthalocyanines and their esters: The synthesis and liquid-crystalline properties

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Copper 2,9(10),16(17),23(24)-and 1,8(11),15(18),22(25)-tetra(4-carboxyphenoxy)phthalocyanines and their carboxylic esters were synthesized and their spectral characteristics and liquid-crystalline properties were studied. 2,9(10),16(17),23(24)-Tetrasubstituted complexes exhibit both thermotropic and lyotropic mesomorphism in mixtures with a number of organic solvents.

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. J. Barberra, in Metallomesogens. Synthesis, Properties and Applications, Ed. J. L. Serrano, VCH, Weinheim-New York-Basel-Cambridge-Tokyo, 1996, 160; S. R. Collinson and D. W. Bruce, in Transition Metals in Supramolecular Chemistry, Ed. J. P. Sauvage, J. Wiley and Sons, 1999, 285.

    Google Scholar 

  2. N. V. Usol’tseva, in Adv. Porphyrin Chem., SPB University, 1999, 2, 142.

    Google Scholar 

  3. N. V. Usol’tseva, Liotropnye zhidkie kristally: khimicheskaya i nadmolekulyarnaya struktura [Lyotropic Liquid Crystals: The Chemical and Supramolecular Structure], Izd. Ivanovskogo Gos. Univ, Ivanovo, 1994, 220 pp. (in Russian).

    Google Scholar 

  4. N. B. McKeown and J. Painter, J. Mater. Chem., 1994, 4, 1153.

    Article  CAS  Google Scholar 

  5. K. E. Treacher, G. J. Clarkson, and N. B. McKeown, Liq. Cryst., 1995, 19, 887.

    CAS  Google Scholar 

  6. A. I. Smirnova, V. E. Maizlish, N. V. Usol’tseva, V. V. Bykova, G. A. Anan’eva, E. V. Kudrik, A. V. Shirokov, and G. P. Shaposhnikov, Izv. Akad. Nauk, Ser. Khim., 2000, 129 [Russ. Chem. Bull., Int. Ed., 2000, 49, 132]; (b) N. Usol’tseva, V. Bykova, G. Ananjeva, A. Smirnova, G. Shaposhnikov, V. Maizlish, E. Kudrik, and A. Shirokov, Mol. Cryst. Liq. Cryst., 2000, 352, 45.

  7. N. Usol’tseva, V. Bykova, G. Ananjeva, N. Zharnikova, and E. Kudrik, Mol. Cryst. Liq. Cryst., 2004, 411, 329; N. V. Usol’tseva, V. V. Bykova, G. A. Anan’eva, E. V. Kudrik, and N. V. Zharnikova, Zhidkie kristally i ikh prakticheskoe ispol’zovanie [Liquid Crystals and Their Practical Applications], 2002, 2, 7 (in Russian).

    Article  Google Scholar 

  8. N. Usol’tseva, K. Praefcke, A. Smirnova, and D. Blunk, Liq. Cryst., 1999, 26, 1723.

    Article  CAS  Google Scholar 

  9. K. Hatsusaka, K. Ota, I. Yamamoto, and H. Shirai, J. Mater. Chem., 2001, 11, 423.

    Article  CAS  Google Scholar 

  10. K. Kawata, M. Negoro, H. Nishikawa, and M. Okazaki, Ekisho, 1998, 1, 45.

    Google Scholar 

  11. P. Gregory, J. Porphyrins Phthalocyanines, 2000, 4, 432.

    Article  CAS  Google Scholar 

  12. K. Ogawa, S.-I. Kinoshito, and H. Nakahara, Chem. Lett., 1990, 11, 2025.

    Article  Google Scholar 

  13. A. F. Mironov, Fotodinamicheskaya terapiya raka [Photodynamic Therapy of Cancer], in Uspekhi khimii porfirinov [Adv. Porphyrin Chemistry], Ed. O. A. Golubchikov, Izd. NII Khimii at Saint-Petersburg State University, St.-Petersburg, 1997, 1, 357 (in Russian).

    Google Scholar 

  14. Patent Application 61-223056 (Japan); R. Zh. Khim. [“Chemistry” Abstract Journal], 1987, 20N198P (in Russian).

  15. D. Wohrle and B. Schulte, Macromol. Chem., 1988, 189, 1167.

    Article  Google Scholar 

  16. N. V. Kondratenko, V. N. Nemykin, E. A. Lukyanets, N. A. Kostromina, S. V. Volkov, and L. M. Yagupolskii, J. Porphyrins Phthalocyanines, 1997, 1, 341.

    Article  CAS  Google Scholar 

  17. M. Kimura, Y. Yamaguchi, T. Koyama, K. Hanahusa, and H. Shirai, J. Porphyrins Phthalocyanines, 1997, 1, 309.

    Article  CAS  Google Scholar 

  18. S. Gunter, A. K. Sobbi, W. Spiller, H. Kliesch, and D. Wohrle, J. Porphyrins Phthalocyanines, 1997, 1, 159.

    Article  Google Scholar 

  19. C. C. Leznoff, A. M. D’Ascano, and S. Z. Yildiz, J. Porphyrins Phthalocyanines, 2000, 4, 103.

    Article  CAS  Google Scholar 

  20. Patent Application 61-207365 (Japan); R. Zh. Khim. [“Chemistry” Abstract Journal], 1987, 17N55P (in Russian).

  21. J. G. Young and W. Onyebuagu, J. Org. Chem., 1990, 55, 2155.

    Article  CAS  Google Scholar 

  22. N. Kobayashi, Y. Nisshiyama, T. Ohya, and M. Sato, J. Chem. Soc., Chem. Commun., 1987, 390.

  23. P. A. Albouy, J. Phys. Chem., 1994, 98, 8543.

    Article  CAS  Google Scholar 

  24. A. Hirth, A. K. Sobbi, and D. Wohrle, J. Porphyrins Phthalocyanines, 1997, 1, 275.

    Article  CAS  Google Scholar 

  25. J. R. Dyer, Applications of Absorption Spectroscopy of Organic Compounds, Prentice-Hall Inc., Enclewood Cliffs, New York, 1969.

    Google Scholar 

  26. A. N. Sidorov and I. P. Kotlyar, Opt. Spektrosk., 1961, 11, 175 (in Russian).

    CAS  Google Scholar 

  27. V. V. Bykova, N. V. Usol’tseva, G. A. Anan’eva, G. P. Shaposhnikov, and V. E. Maizlish, Izv. Akad. Nauk. Ser. Fiz., 1998, 2, 1647 [Bull. Russ. Acad. Sci., Physics, 1998, 2 (Engl. Transl.)].

    Google Scholar 

  28. N. V. Usol’tseva, V. V. Bykova, and N. M. Kormilitsyn, It. Nuovo Cimento, 1990, 12D, 1237.

    Article  CAS  Google Scholar 

  29. N. Usol’tseva, K. Praefcke, D. Singer, and B. Guendogan, Liq. Cryst., 1994, 16, 601.

    CAS  Google Scholar 

  30. A. I. Smirnova and N. V. Usol’tseva, Zhidkie kristally i ikh prakticheskoe ispol’zovanie [Liquid Crystals and Their Practical Applications], 2002, 2, 96 (in Russian).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 991–1000, June, 2006.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kudrik, E.V., Smirnova, A.I., Maizlish, V.E. et al. Copper 2,9(10),16(17),23(24)-and 1,8(11),15(18),22(25)-tetra-(4-carboxyphenoxy)phthalocyanines and their esters: The synthesis and liquid-crystalline properties. Russ Chem Bull 55, 1028–1037 (2006). https://doi.org/10.1007/s11172-006-0372-2

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-006-0372-2

Key words

Navigation