Nanotechnologies in Russia

, Volume 7, Issue 5–6, pp 205–212 | Cite as

Effect of meso-alkyl substituents in the polymethine chain of thiacarbocyanines on the morphology of dye aggregates

  • B. I. Shapiro
  • L. S. Sokolova
  • V. A. Kuz’min
  • A. I. Tolmachev
  • Yu. L. Slominskii
  • Yu. L. Briks
Article

Abstract

Using the example of meso-alkylsubstituted thiacarbocyanine dyes, it has been demonstrated that an ethyl substituent, as a rule, promotes the formation of long-wave J-aggreagtes in aqueous solutions and a methyl substituent favors the formation of short-wave H*-aggregates. The formation of dye aggregates proceeds through dimers by the block mechanism. The formation of three bands in the absorption region of dimers, which plausibly relate to three different forms of dimers and can be attributed to dimers consisting of the cis-, cis-/trans-, and trans-conformations of the dyes, has been recorded for the first time in meso-CH3-substituted thiacarbocyanines. The formation of three different types of H*-aggregates from the three appropriate dimeric forms has also been shown for the first time. It has been established that introducing a multicharged Eu+3 cation into aqueous solutions of dyes shifts the equilibrium, nD-aggregate, towards aggregates; meso-CH3-substituted dyes in this case shift towards H*-aggregates and meso-C2H5-substituted dyes shift towards J-aggregates. Hence it has been shown that an alkyl group in the meso-position to the polymethine chain of thiacarbocyanines plays the role of a regulating agent in the aggregation process due to stereochemical effects and, by this means, predetermines the morphology and spectral properties of the formed aggregate.

Keywords

Meso Betaine Aggre Gate Trans Conformation Pyridinium Salt 

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References

  1. 1.
    V. I. Avdeeva and B. I. Shapiro, Zh. Nauch. Prikl. Fotogr. 44(2), 20 (1999).Google Scholar
  2. 2.
    V. I. Avdeeva and B. I. Shapiro, Zh. Nauch. Prikl. Fotogr. 45(6), 27 (2000).Google Scholar
  3. 3.
    B. I. Shapiro, Russ. Chem. Rev. 75, 433 (2006).CrossRefGoogle Scholar
  4. 4.
    B. I. Shapiro, Nanotechnol. Russia 3, 139 (2008).CrossRefGoogle Scholar
  5. 5.
    T. H. James, The Theory of the Photographic Process (Macmillan, New York, 1977; Khimiya, Leningrad, 1980) [in Russian].Google Scholar
  6. 6.
    A. H. Herz, Adv. Colloid. Interface Sci. 8, 237 (1977).CrossRefGoogle Scholar
  7. 7.
    J-Aggregates, Ed. by T. Kobayashi (World Scientific, Singapore, New Jersey, London, Hong Kong, 1996).Google Scholar
  8. 8.
    B. I. Shapiro, Theoretical Fundamentals of Photographic Process (Editorial URSS, Moscow, 2000) [in Russian].Google Scholar
  9. 9.
    A. K. Chibisov, H. Gorner, and T. D. Slavnova, Chem. Phys. Lett. 390, 240 (2004)CrossRefGoogle Scholar
  10. 10.
    T. D. Slavnova, A. K. Chibisov, and H. Gorner, J. Phys. Chem. A 109, 4758 (2005).CrossRefGoogle Scholar
  11. 11.
    B. I. Shapiro, E. A. Belonozhkina, and V. A. Kuz’min, Nanotechnol. Russia 4, 38 (2009).CrossRefGoogle Scholar
  12. 12.
    A. D. Nekrasov and B. I. Shapiro, High Energy Chem. 45, 133 (2011).CrossRefGoogle Scholar
  13. 13.
    B. I. Shapiro, A. N. Isaeva, and V. A. Tverskoi, Nanotechnol. Russia 5, 427 (2010).CrossRefGoogle Scholar
  14. 14.
    A. M. Kolesnikov and F. A. Mikhailenko, Usp. Khim. 56, 466 (1987).Google Scholar
  15. 15.
    A. D. Nekrasov, B. I. Shapiro, A. I. Tolmachev, Yu. L. Slominskii, and V. A. Kuz’min, High Energy Chem. 45, 525 (2011).CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2012

Authors and Affiliations

  • B. I. Shapiro
    • 1
  • L. S. Sokolova
    • 1
  • V. A. Kuz’min
    • 1
  • A. I. Tolmachev
    • 2
  • Yu. L. Slominskii
    • 2
  • Yu. L. Briks
    • 2
  1. 1.Emanuel’ Institute of Biochemical PhysicsRussian Academy of SciencesMoscowRussia
  2. 2.Institute of Organic ChemistryNational Academy of Sciences of UkraineKievUkraine

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