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Amide-imidol tautomerism in aromatic polyamides

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Conclusions

The invariance of the characteristics of electronic distribution and the presence of limiting values of Δλ(N) with increasing chain length permits us to conclude that the macromolecule of the aromatic polyamide behaves like an oligomeric molecule of five to ten monomer units. Evidently this circumstance also, and not only the disruption of coplanarity of the individual units of the macromolecule, explains a number of experimental data leading to the conclusion of the presence of “blocks of conjugation” in polymers with a system of conjugated bonds [22].

With such substantial energetic profitability of the amide forms as is obtained from quantum mechanical calculations, we might expect substantial concentration predominance of these forms in real systems, and, consequently, natural experimental difficulties in the detection of imidol forms. Moreover, the results obtained permit an explanation of the presence of paramagnetic centers in polyamidoacids and polyaminoamidoacids without enlisting the concept of the existence of isoamide and isoimide forms in them [23].

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Literature Cited

  1. V. M. Potapov and A. P. Terent'ev, Dokl. Akad. Nauk SSSR, 132, 626 (1960).

    Google Scholar 

  2. V. M. Potapov and A. P. Terent'ev, Zh. Obshch. Khim.,31, 1720 (1961).

    Google Scholar 

  3. V. M. Potapov, V. M. Dement'ev, and A. P. Terent'ev, Zh. Obshch. Khim.,35, 1340 (1965).

    Google Scholar 

  4. L. Skulski, G. C. Palmer, and M. Calvin, Tetrahedron Letters, 1773 (1963).

  5. L. Skulski, Bull. Acad. Polon. Sci., Ser. Sci. Chim.,12, 299 (1964).

    Google Scholar 

  6. L. Skulski, G. G. Palmer, and M. Calvin, Roczn. Chem.,38 789 (1964).

    Google Scholar 

  7. M. F. Shostakovskii, G. G. Skvortsova, et al., Dokl. Akad. Nauk SSSR,186 620 (1969).

    Google Scholar 

  8. R. Pariser and R. G. Parr, J. Chem. Phys.,21, 466, 767 (1953).

    Google Scholar 

  9. J. A. Pople, Trans. Faraday Soc.,49, 1375 (1953).

    Google Scholar 

  10. R. Hoffmann, J. Chem. Phys.,39, 1397 (1963).

    Google Scholar 

  11. A. L. H. Chung and M. J. S. Dewar, J. Chem. Phys.,42, 756 (1965).

    Google Scholar 

  12. G. I. Kagan, Candidate's Dissertation. Institute of Organic Chemistry, Academy of Sciences of the USSR [in Russian], Moscow (1969).

  13. N. Mataga and K. Nishimoto, Z. Phys. Chem.,136, 140 (1957).

    Google Scholar 

  14. K. Nishimoto and L. S. Forster, Theoret. Chem. Acta,4, 155 (1965).

    Google Scholar 

  15. A. N. Lobachev and B. K. Vainshtein, Kristallografiya,6, No. 3, 395 (1961).

    Google Scholar 

  16. D. R. Holmes, C. W. Bunn, and D. J. Smith, J. Polymer Sci.,17, 159 (1955).

    Google Scholar 

  17. R. Huisgen and H. Walz, Rer.,89, 2616 (1956).

    Google Scholar 

  18. R. A. Russell and H. W. Thompson, Spectrochim. Acta,8, 138 (1956).

    Google Scholar 

  19. B. Pullman and A. Pullman, Quantum Biochemistry [Russian translation], Mir, Moscow (1965), p. 534.

    Google Scholar 

  20. H. D. Hunt and W. T. Simpson, J. Amer. Chem. Soc.,75, 4540 (1953); S. Nagakura, Molec. Phys.,3, 105 (1960).

    Google Scholar 

  21. A. E. Gillem and E. S. Stern, Electronic Absorption Spectra of Organic Compounds [Russian translation], IL, Moscow (1957), p. 72.

    Google Scholar 

  22. I. A. Drabkin, V. I. Tsaryuk, et al., Vysokomolek. Soed.,A10, 1727 (1968).

    Google Scholar 

  23. A. A. Berlin, B. I. Liogon'kii, G. M. Shamraev, and G. V. Belova, Vysokomolek. Soed.,A9, 1936 (1967).

    Google Scholar 

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Vladimir Scientific Research Institute of Synthetic Resins. Translated from Zhumal Strukturnoi Khimii, Vol. 12, No. 5, pp. 822–830, September–October, 1971.

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Kosobutskii, V.A., Kagan, G.I., Belyakov, V.K. et al. Amide-imidol tautomerism in aromatic polyamides. J Struct Chem 12, 753–760 (1972). https://doi.org/10.1007/BF00743341

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