Effect of phenol and derivatives on atom transfer radical polymerization in the presence of air

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 42, Issue 2, 2004, Pages 351-359

  Gnanou, Yves ^a   Hizal, Gürkan ^a,b  

^a Ecole Nationale Superieure de Chimie et de Physique de Bordeaux   (France)

^b ISTANBUL TECHNICAL UNIVERSITY   (Turkey)

Author keywords

Atom transfer radical polymerization; Methyl acrylate; Methyl methacrylate; Phenol derivatives; Styrene

Indexed keywords

ACRYLICS; AIR; AROMATIC COMPOUNDS; ATOMS; CATALYSIS; CHARGE TRANSFER; COMPLEXATION; DERIVATIVES; MOLECULAR WEIGHT; PHENOLS; POLYMETHYL METHACRYLATES; STYRENE;

ATOM TRANSFER RADICAL POLYMERIZATION; CONTROLLED POLYMERIZATION; METHYL ACRYLATE; METHYL METHACRYLATE; PHENOL DERIVATIVES; PHENOLIC COMPOUNDS; POLYDISPERSITY;

FREE RADICAL POLYMERIZATION;

POLYMERIZATION;

EID: 0347338043     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/pola.11003     Document Type: Article

References (27)

1. Georges, M. K.; Veregin, R. P. N.; Kazmaeir, P. M.; Hamer, G. K. Macromolecules 1993, 26, 2987.
2. Percec, V.; Barboiu, B. Macromolecules 1995, 28, 7970.
3. Wang, J. S.; Matyjaszewski, K. J Am Chem Soc 1995, 117, 5614.
4. Wang, J. S.; Matyjaszewski, K. Macromolecules 1995, 28, 7901.
5. Sawamoto, M.; Kato, M.; Kamigaito, M.; Higashimura, T. Am Chem Soc Div, Polym Chem Prepr 1995, 36, 539.
6. Percec, V.; Barboiu, B.; Neuman, A.; Ronda, J. C.; Zhao, M. Macromolecules 1996, 29, 3665.
7. Granel, C.; Dubais, Ph.; Jerome, R.; Teyssié, Ph. Macromolecules 1996, 29, 8576.
8. Le, T. P.; Moad, G.; Rizzardo, E.; Thang, S. H. PCT Int Appl WO 9801478 A1 980115, Jan. 25, 1998.
9. Chiefari, J.; Chong, Y. K.; Krstina, J.; Jeffery, L.; Le, T. P. T.; Mayadunne, R. T. A.; Meijs, G. F.; Moad, C.; Moad, G.; Thang, S. H. Macromolecules 1998, 31, 5559.
10. Matyjaszewski, K.; Xia, J. Chem Rev 2001, 101, 2921.
11. Kate, M.; Kamigaito, M.; Sawamoto, M.; Higashimura, T. Macromolecules 1995, 28, 1721.
12. Ando, T.; Kato, M.; Kamigaito, M.; Sawamoto, M. Macromolecules 1996, 29, 1070.
13. Haddleton, D. M.; Shooter, A. J.; Heming, A. M.; Crosman, M. C.; Duncalf, D. J.; Morsley, S. R. In Controlled Radical Polymerization; Matyjaszewski, K., Ed., ACS Symp. Ser. Vol. 685; American Chemical Society: Washington, DC, 1997, p 284.
14. Haddleton, D. M.; Clark, A. J.; Crosmann, M. C.; Duncalf, D. J.; Heming, A. M.; Morsley, S. R.; Shooter, A. J. Chem Commun 1997, 1173.
15. Haddleton, D. M.; Clark, A. J.; Duncalf, D. J.; Heming, A. M.; Kukulj, D.; Shooter, A. J. J Chem Soc Dalton Trans 1998, 381.
16. Heuts, J. P. A.; Mallesch, R.; Davis, T. P. Makromol Chem Phys 1999, 200, 1380.
17. Percec, V.; Kim, J. H.; Barboiu, B. Macromolecules 1997, 30, 8526.
18. Percec, V.; Barboiu, B.; Bera, T. K.; Van Der Sluis, M.; Grubbs, R. B.; Frechet, J. M. J. J Polym Sci Part A: Polym Chem 2000, 38, 4776.
19. Matyjaszewski, K.; Coca, S.; Gaynor, S. G.; Wei, M.; Woodworth, B. E. Macromolecules 1998, 31, 5967.
20. Handbook of Polymer Synthesis; Kricheldorf, H. R., Ed.; Marcel Dekker: New York, 1992.
21. Hay, A. S.; Blanchard, H. S.; Endres, G. F.; Eustance, J. W. J Am Chem Soc 1959, 81, 6335.
22. Acar, A. E.; Yaǧci, B. M.; Mathias, L. J. Macromolecules 2000, 33, 7700.
23. Endres, G. F.; Hay, A. S.; Eustance, J. W. J Org Chem 1963, 28, 1300.
24. Chen, W.; Challa, G. Eur Polym J 1990, 26, 1211.
25. Hay, A. S.; Shenian, P.; Gowan, A. C.; Erhardt, P. F.; Haaf, W. R.; Theberge, J. E. J Encycl Polym Sci Technol 1969, 10, 92.
26. A chain extension polymerization of styrene at 110 °C was performed with the following reagent rations [Styrene]:[PS-Cl]:[CuCl]:[PMDETA] = 300:1:1:1. To a pyrex tube equipped with a magnetic stirring bar initiator, monomer (unpurified), ligand, and catalyst were added in the order mentioned. Tube was frozen in liquid nitrogen and three "freeze-thaw" cycles were performed. Tube was placed in thermostated oil bath and polymerization was carried out at 110 °C for 3 h. The obtained polymer was recovered as described in the Experimental section.
27. Davis, K. A.; Paik, H.-J.; Matyjaszewski, K. Macromolecules 1999, 32, 1767.