Skip to main content
Log in

Synthesis and properties of 2,2,6,6-tetramethyl-1-(1-phenethyloxy)piperidine, an initiator for living free radical styrene polymerization

  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Summary

An initiator for living free radical polymerization may be prepared by trapping the benzylic ethylbenzene radical with the stable 2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO) radical. The adduct, 2,2,6,6-tetramethyl-1-(1-phenethyloxy)piperidine (TMPEP), smoothly undergoes thermal fragmentation at temperatures approaching 140° C to afford an active carbon radical capable of initiating polymerization and a passive mediating nitroxyl radical to reversibly cap and preserve the propagating polymer chain.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Greszta, D, Mardare, D, Matyjaszewski, K (1994)Macromolecules 27: 638.

    Google Scholar 

  2. Georges, M K, Veregin, R P N, Kazmaier, P K, Hamer, G K (1993)Polym Mater Sci Eng 68:6.

    Google Scholar 

  3. Georges, M K, Veregin, R P N, Kazmaier, P K, Hamer, G K (1993)Marcromolecules 26:2987.

    Google Scholar 

  4. Kazmaier, P M, Moffat, K A, Georges, M K, Veregin, R P N, Hamer, G K (1995)Macromolecules 28:1841.

    Google Scholar 

  5. Johnson, C H J, Moad, G, Solomon, D H, Spurling, T H, Veaping, D J (1990)Aust J Chem 43:1215.

    Google Scholar 

  6. Moad, G, Rizzardo, E (1995)Macromolecules 28:8722 and references cited therein.

    Google Scholar 

  7. Hawker, C J (1994) J Amer Chem Soc 116:11185.

    Google Scholar 

  8. Hawker, C J, Jedrick, J L (1995)Macromolecules 28:2993.

    Google Scholar 

  9. Li, I, Howell, B A, Matyjaszewski, K, Shigemoto, T, Smith, P B, Priddy, D B (1995)Macromolecules 28:6692.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Howell, B.A., Priddy, D.B., Li, I.Q. et al. Synthesis and properties of 2,2,6,6-tetramethyl-1-(1-phenethyloxy)piperidine, an initiator for living free radical styrene polymerization. Polymer Bulletin 37, 451–456 (1996). https://doi.org/10.1007/BF00556804

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00556804

Keywords

Navigation