Skip to main content
SpringerLink
Log in

Synthesis and polymerization of p-bromomethylstyrene and p-lodomethylstyrene

  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Summary

Synthesis of p-bromomethylstyrene (3) and p-iodome-thylstyrene (4) is reported. 3 was obtained by the bromomethylation of 2-phenylethyl bromide followed by dehydrobromination of the resultant p-(2-bromoethyl) benzyl bromide (2) with t-BuOK, as well as by cleaving p-vinyl-benzyl methanosulfonate with LiBr in the presence of 18--crown-6. 4 was obtained from p-chloromethylstyrene (1) via the Finkelstein reaction. 3 was polymerized successfully in the presence of free-radical initiators, but 4 was found to be too unstable to give a well-defined polymer.

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

References

  • ARCUS, C. L. and SALOMONS, N. S.: J. Chem. Soc. 1962, 1516

  • DIXON, J. p.: “Modern Methods in Organic Microanalysis”, Van Nostrand, London 1968, p. 128

    Google Scholar 

  • FIESER, L. F. and FIESER, M.: “Reagents for Organic Synthesis”, vol. V, Interscience, New York 1969

    Google Scholar 

  • FRÉCHET, J. M. J. and FARRALL, M. J., in: “Chemistry and Properties of Crosslinked Polymers” (LABANA, S. S., Ed.) Academic Press, New York 1977, p. 59

    Google Scholar 

  • FREEMAN, S. K.: J. Org. Chem. 26, 212 (1961)

    Google Scholar 

  • GOKEL G. W., CRAM, O. J., LIOTTA C. I., HARRIS, H. P., and COOK, F. L.: J. Org. Chem. 39, 2445 (1974)

    Google Scholar 

  • HIRSCH, H. F., GANCHER, E. and RUSSO, F. R.: Talanta 17, 483 (1970)

    Google Scholar 

  • JONES, C. D.: Ind. Eng. Chem, 44, 2686 (1952)

    Google Scholar 

  • KONDO, S.. OHTSUKA, T., OGURA, K. and TSUDA K.,: J. Macromol. Sci. Chem, A13, 767 (1979)

    Google Scholar 

  • KORSHAK, V. V., ROGOZHIN, S. V., and DAVANKOV, V. A.,: Vysokomol. Soed. 8, 1686 (1966)

    Google Scholar 

  • LANDINI, D., MONTANARI, F., and PIRISI, F. M.: Chem. Commun. 1974, 879

  • LUCA, C., DRĂGAN, S., BĂRBOIU, V. and DIMA, M.: J. Polym. Sci. Polym, Chem. Ed. 18, 449 (1980)

    Google Scholar 

  • ROGOZHIN, S. V., KORSHAK, V. V. and DAVANKOV, V. A.: Vysokomol. Soed. 8, 1275 (1966)

    Google Scholar 

  • TAKAKI, M., ASAMI, R., and KUWATA, Y.: Macromolecules 12, 378 (1979)

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic and Polymer Technology, Technical University of Wroclaw, 50-370, Wroclaw, Poland

    Antoni S. Góźdź

Authors
  1. Antoni S. Góźdź
    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

Góźdź, A.S. Synthesis and polymerization of p-bromomethylstyrene and p-lodomethylstyrene. Polymer Bulletin 4, 577–582 (1981). https://doi.org/10.1007/BF00256284

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00256284

Keywords

Search

Navigation