Skip to main content
SpringerLink
Log in

Macromolecular compounds

Communication 56. Effect of stereochemical factors on the polymerizability of halogen-substituted ethylenes

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    Polymerizability has been investigated in the halogen-substituted ethylene series, tetra- and di-haloethylenes being taken as examples.

  2. 2.

    It has been established that steric hindrance to polymerization in the substituted-ethylene series is determined by the number and sizes of the substituents on the doubly bound carbon atoms.

  3. 3.

    It has been found that the “limiting steric radius” for a substituent, is about 1.4–1.7 A in the case of tetra-substituted ethylenes.

  4. 4.

    It has been shown that in the case of the asymmetrical dihaloethylenes polymerization is possible whatever the halogen may be.

  5. 5.

    The polymerization of 1,1-dibromoethylene has been investigated.

  6. 6.

    It has been shown that tetrabromo-, tetrachloro-, and tetratodoethylenes are not able to polymerize.

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

Literature cited

  1. A.M. Butlerov, J. Russ. Chem. Soc., 5, 187, 302 (1873); 8, 273, 351 (1876); 9, 38 (1877); 11, 197 (1879); 14, 199 (1882).

    Google Scholar 

  2. I. I. Kondakov, Sci. Memoirs of Yuryev Univ., 2, 1902.

  3. S.V. Lebedev and E.P. Filomenko, Ber. 58, 163 (1925).

    Google Scholar 

  4. P.P. Shorygin and H.H. Shorygina, J. Gen. Chem., 9, 845 (1939).

    Google Scholar 

  5. C.S. Marvel, C.G. Overberger, J. Am. Chem. Soc., 67, 2250 (1945); 68, 2106 (1946).

    Google Scholar 

  6. V.V. Korshak, Bull. Acad. Sci., U.S.S.R. Div. Chem. Sci., 3, 269 (1949).

    Google Scholar 

  7. V.V. Korshak, Chemistry of Macromolecular Compounds, U.S.S.R. Acad. Sci. Press, Moscow and Leningrad, 1950, p. 178.

    Google Scholar 

  8. V.V. Korshak and S.R. Rafikov, Introduction to the Study of Macromolecular Compounds, U.S.S.R. Acad. Sci. Press, Moscow and Leningrad, 1946, 22.

    Google Scholar 

  9. V.V. Korshak and S.R. Rafikov, Synthesis and Investigation of Macromolecular Compounds, U.S.S.R. Acad. Sci. Press, Moscow and Leningrad, 1949, p. 88.

    Google Scholar 

  10. V.V. Korshak and K.K. Samplavskaya, Proc. Acad. Sci. U.S.S.R., 59, 497 (1947).

    Google Scholar 

  11. E. Demole, Ber., 11, 1307 (1878).

    Google Scholar 

  12. H. Biltz, Ber., 35, 1530 (1902).

    Google Scholar 

  13. E. Erdman, Ber., 38, 237 (1905).

    Google Scholar 

  14. V.V. Korshak, K.K. Samplavskaya, and N.M. Dovolskaya, J. Gen. Chem. 20, 2080 (1950).

    Google Scholar 

  15. I.I. Ostromyslensky, J. Russ. Chem. Soc., 48, 1192 (1916).

    Google Scholar 

  16. A.E. Favorsky and I. Zh. Iotsich, J. Russ. Phys. Chem. Soc., 30, 998 (1898).

    Google Scholar 

  17. E.L. Martin, Chem. Abs. 40, 3936 (1946).

    Google Scholar 

  18. A.I. Lazarev and M.F. Sorokin, Chem. Ind. 4, 20 (1946).

    Google Scholar 

  19. W.T. Miller, A.L. Dittmar, K.I. Ehrenfeld, M. Prober, Ind. Eng. Chem., 39, 333 (1947).

    Google Scholar 

  20. E.T. McBee, H.M. Heill, C.B. Bachman, Ind. Eng. Chem., 41, 70 (1949).

    Google Scholar 

  21. H. S. Booth, W. J. Mong, P. E. Burchevield, Ind. Eng. Chem., 24, 328 (1932).

    Google Scholar 

  22. G. Gustavson, Dissertation; Organic Compounds and their Behavior toward Aluminum Halides, Moscow, 1883, p. 11.

  23. N. N. Lebedev, Organic Syntheses, U.S.S.R. Acad. Sci. Press, Moscow and Leningrad, 1952, issue No. 2.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic Chemistry of the U.S.S.R., Academy of Sciences, USSR

    V. V. Korshak & N. G. Matveeva

Authors
  1. V. V. Korshak
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. G. Matveeva
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Korshak, V.V., Matveeva, N.G. Macromolecular compounds. Russ Chem Bull 2, 313–318 (1953). https://doi.org/10.1007/BF01171003

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01171003

Keywords

Search

Navigation