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Heterocyclic derivatives of long-chain diacetylenic acids

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Russian Chemical Bulletin Aims and scope

Abstract

Acyl derivatives of 2-aminopyridine, 2-aminopyrimidine, 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl, and 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl were obtained from long-chain diacetylenic acyl chlorides and the corresponding heterocyclic compounds. Spreading isotherms of monolayers on a water surface show that lengthening of the hydrocarbon chain and replacement of the pyridyl groups in these compounds by the more hydrophilic pyrimidyl groups render the films more condensed. Long-chain acyl derivatives of nitroxyl radicals form monolayers possesing a low collapse pressure. ESR spectra of Langmuir-Blodgett films of these radicals before and after photopolymerization were recorded.

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References

  1. V. M. Misin and M. I. Cherkashin,Usp. Khim., 1985,54, 956 [Russ. Chem. Rev., 1985,54 (Engl. Transl.)].

    Google Scholar 

  2. Nonlinear Optical Properties of Organic Molecules and Crystals,2, Eds. D. S. Chemla and J. Zyss, Academic Press, Harcourt Brace Jovanovich Publishers, Orlando, 1987.

    Google Scholar 

  3. I. L. Kotlyarevskii, M. S. Shvartsberg, and L. B. Fisher,Reaktsii atsetilenovykh soedinenii [Reactions of Acetylenic Compounds], Nauka, Novosibirsk, 1967, 315 (in Russian).

    Google Scholar 

  4. Advances in Organic Chemistry,4, Eds. R. A. Raphael, E. C. Taylor, and H. Wynberg, Interscience Publishers, New York-London, 1960.

    Google Scholar 

  5. L. L. Sveshnikova, V. N. Kruchinin, S. F. Vasilevskii, O. M. Usov, and M. S. Shvartsberg,Poverkhnost'[Surface], 1995, in press (in Russian).

  6. M. Suzuki,Thin Solid Films, 1989,180, 253.

    Google Scholar 

  7. E. F. Jenny and J. Druey,Helv. Chim. Acta, 1959,42, 401.

    Google Scholar 

  8. A. M. Sladkov, L. Yu. Ukhin, and V. V. Korshak,Izv. Akad. Nauk SSSR, Ser. Khim., 1963, 2213 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1963, No. 12 (Engl. Transl.)].

  9. E. P. Rozantsev,Svobodnye iminoksil'nye radikaly [Free Iminoxyl Radicals], Khimiya, Moscow, 1976 (in Russian).

    Google Scholar 

  10. J. E. Sohn, A. F. Garito, K. N. Desai, R. S. Narang, and M. Kuryk,Macromol. Chem., 1979,180, 2975.

    Google Scholar 

  11. L. Brandsma,Preparative Acetylenic Chemistry, Elsevier, Amsterdam-Oxford- New York-Tokyo, 1988, 173.

    Google Scholar 

  12. B. Tieke, G. Wegner, D. Naegele, and H. Ringsdorf,Angew. Chem., 1976,88, 805.

    Google Scholar 

  13. V. N. Kruchinin, S. M. Repinskii, L. L. Sveshnikova, E. M. Auvinen, I. N. Domnin, and N. P. Sysoeva,Poverkhnost' [Surface], 1991, 5 (in Russian).

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2009–2012, October, 1995.

The authors are grateful to S. A. Dzyuba for his help in recording ESR spectra and for helpful discussion.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 93-03-04027).

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Usov, O.M., Tret'yakov, E.V., Sveshnikova, L.L. et al. Heterocyclic derivatives of long-chain diacetylenic acids. Russ Chem Bull 44, 1929–1932 (1995). https://doi.org/10.1007/BF00707229

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