New difunctional mediators based on 4-amino-TEMPO derivatives for controlling free radical polymerization of styrene

K. Pietrasik; O. Świątkowska; A. Kaim

Published : 2010-12-30

Vol. 55 No. 11-12 (2010)

New difunctional mediators based on 4-amino-TEMPO derivatives for controlling free radical polymerization of styrene

K. Pietrasik O. Świątkowska A. Kaim

Abstract

The free radical polymerization of styrene in the presence of a number of freshly newly synthesized bifunctional mediators differing in the number of methylene groups serving as a link between two functional 4-amino-TEMPO radicals has been investigated. It was found, that the activity of a nitroxide group in the biradicals in controlling radical polymerization of styrene differs from that of the TEMPO radical. Mediators with a lower number of connecting methylene groups between the two TEMPO rings give a higher conversion in the same reaction time. However, no simple correlation between the number of methylene groups in spacer chain and polymerization rate was observed, namely unexpectedly, high rate of polymerization was found for *C4*. The formation of single-arm (P) and double-arm (P-P) macromolecules containing binitroxide at the core was observed.

Keywords

polimeryzacja regulowana rodnikami nitroksylowymi (NMP) ; rodnik TEMPO ; regulatory dwurodnikowe ; metylenowe grupy łączące ; styren nitroxide mediated polymerization (NMP) ; TEMPO radical ; biradical metiators ; methylene linking groups ; styrene

Details

References

Statistics

Authors

Download files

PDF

Zasady cytowania

Pietrasik, K., Świątkowska, O., & Kaim, A. (2010). New difunctional mediators based on 4-amino-TEMPO derivatives for controlling free radical polymerization of styrene. Polimery, 55(11-12), 812-816. Retrieved from https://ichp.vot.pl/index.php/p/article/view/1068

References

Moad G., Rizzardo E., Solomon D. H.: Polym. Bull. 1982, 6, 589.

2. Hawker C. J., Barclay G. G., Orellana A., Dao J., Devonport W.: Macromolecules 1996, 29, 5245.

3. Matyjaszewski K., Woodworth B. E., Zhang X., Gaynor S. G., Metzner Z.: Macromolecules 1998, 31, 5955.

4. Matyjaszewski K., Xia J. H.: Chem. Rev. 2001, 101, 2921.

5. Qiu J., Charleux B., Matyjaszewski K.: Polimery 2001, 46, 453.

6. Kubisa P.: Polimery 2000, 45, 741.

7. Hawker C. J.: J. Am. Chem. Soc. 1994, 116, 11185.

8. Benoit D., Chaplinski V., Braslau R., Hawker C.: J. Am. Chem. Soc. 1999, 121, 3904.

9. Benoit D., Grimaldi S., Robin S., Finet J.-R, Tordo R, Gnanou Y: J. Am. Chem. Soc. 2000, 122, 5929.

10. Huang W., Chiarelli R., Charleux B., Rassat A., Vairon J.-R: Macromolecules 2002, 35, 2305.

11. Hill N. L., Braslau R.: Macromolecules 2005, 38, 9066.

12. Lizotte J. R., Anderson S. G., Long T. E.: J. Polym. Sci.: Part A: Polym. Chem. 2004, 42, 1547.

13. Ruehl J., Hill N. L., Walter E. D., Millhauser G., Braslau R.: Macromolecules 2008, 41, 1972.

14. Marque S. R. A., Siri D.: Macromolecules 2009, 42, 1404.

15. Szydłowska J., Pietrasik K., Głaz Ł., Kaim A.: Chem. Phys. Lett. 2008, 460, 245.

16. Rosen G. M.: J. Med. Chem. 1974, 17, 358.

17. Lee T. D., Keana J. F. W.: J. Org. Chem. 1975, 40, 3145.

18. Diaz-Camacho F., Lopez-Morales S., Vivaldo-Lima E., Saldivar-Guerra E., Yera-Graziano R., Alexandrowa L.: Polym. Bull. 2004, 52, 339.

19. Saldivar-Guerra E., Bonilla J., Zacahua G., Albores-Yelasco M.: J. Polym. Sci.: Part A: Polym. Chem. 2006, 44, 6962.

Google Scholar

Citing articles via

Statistics

Total abstract views : 81

PDF Downloads : 48