Polymer Bulletin

, Volume 21, Issue 3, pp 319–326 | Cite as

Electrophilic aromatic substitution on poly-(4-N,N-dimethylaminostyrene-co-styrene) copolymers

Evidence for intramolecular hydrogen bonding
  • Jochen Stock
  • Reimund Stadler
Article

Summary

Poly-[-4-(N,N-dimethylamino)styrene and its copolymers are prepared by standard radical polymerization proceeding and modified using 4-phenyl-1, 2,4-triazoline-3,5-dione (PTD). From IR- and NMR-spectroscopy and the intrinsic viscosity [η] it can be deduced that hydrogen bonds mainly are formed between the dimethylamino group and the proton of the urazole ring, contrary to the formation of dimeric hydrogen bond complexes in modified polydienes. The basicity of the dimethylamino group is too small to abstract the urazole proton completely, which would generate a zwitterionic species.

Keywords

Polymer Viscosity Hydrogen Bond Styrene Dione 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1).
    R. Stadler, 1. de Lucca Freitas, C. Auschra, V. Abetz, in pressGoogle Scholar
  2. 2).
    R. Stadler, L. de Lucca Freitas, Polym.Bull.15, 173 (1986)Google Scholar
  3. 3).
    F. Tanaka, Macromol.21, 2189 (1988)Google Scholar
  4. 4).
    C. Wolff, A. Silberberg, Z. Priel, M.N. Layec-Raphalen, Polymer20, 281 (1979)Google Scholar
  5. 5).
    R. Stadler, J. Burgert, Makromol.Chem.187, 1681 (1986)Google Scholar
  6. 6).
    R. Stadler, L. de Lucca Freitas, Colloid.Polym.Sci.264, 773 (1986)Google Scholar
  7. 7).
    R. Stadler, L. de Lucca Freitas, Macromol.20, 2478 (1978)Google Scholar
  8. 8).
    L. de Lucca Freitas, R. Stadler, Coll.& Polym.Sci.266, 1095 (1988)Google Scholar
  9. 9).
    R. Stadler, Macromol.21, 121 (1988)Google Scholar
  10. 10).
    S.E. Mallakpour, G.B. Butler, J.Polym.Sci.Chem.Ed.,27, 125 (1989)Google Scholar
  11. 11).
    J. Burgert, Dissertation Universität Freiburg 1988Google Scholar
  12. 12).
    V.M. Monroy Soto, J.C. Galin, Polymer25, 121 (1984)Google Scholar
  13. 13).
    V.M. Monroy Soto, J.C. Galin, Polymer25, 255 (1984)Google Scholar
  14. 14).
    J.C. Galin et. al., Polymer28, 1937 (1987)Google Scholar
  15. 15).
    Y.L. Zhang, R. Knoessel, J.C. Galin, Polymer28, 2297 (1987)Google Scholar
  16. 16).
    R.C. Cookson, S.S. Gupte, D.R. Stevens, C.T. Watts, Org.Synth.,121, 51 (1971)Google Scholar
  17. 18).
    W.R. Anderson et.al., Anal.Chem.37, 1417 (1965)Google Scholar
  18. 19).
    F.A. Bovey, “High resolution NMR of macromolecules” Academic Press (1972)Google Scholar

Copyright information

© Springer-Verlag 1989

Authors and Affiliations

  • Jochen Stock
    • 1
  • Reimund Stadler
    • 1
  1. 1.Institut für Makromolekulare ChemieUniversitätFreiburgGermany

Personalised recommendations