Atom transfer radical polymerization of methyl methacrylate initiated by alkyl bromide and 2-pyridinecarbaldehyde imine copper(I) complexes

Macromolecules

Volumn 30, Issue 7, 1997, Pages 2190-2193

  Haddleton, David M ^a   Jasieczek, Christina B ^a   Hannon, Michael J ^a   Shooter, Andrew J ^a  

^a UNIVERSITY OF WARWICK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARRIER CONCENTRATION; COMPOSITION EFFECTS; CONDENSATION; CONFORMATIONS; COPPER COMPOUNDS; INITIATORS (CHEMICAL); MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; POLYMERIZATION; REACTION KINETICS; THERMAL EFFECTS;

ALKYL BROMIDE; ATOM TRANSFER RADICAL POLYMERIZATION; LIGANDS; POLYDISPERSITY INDICES (PDI); PYRIDINECARBALDEHYDE IMINES;

POLYMETHYL METHACRYLATES;

EID: 0031557548     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma961074r     Document Type: Article

References (29)

1. Devis, T. P.; Haddleton, D. M.; Richards, S. N. J. Macromol. Sci.-Rev. Chem. Phys. 1994, C34, 243.
2. Webster, O. W.; Hertler, W. R.; Sogah, D. Y.; Farnham, W. B.; Rajan Babu, T. V. J. Am. Chem. Soc. 1983, 105, 5706.
3. Webster, O. W. Science 1991, Feb, 887.
4. Solomon, D. H.; Rizzardo, E.; Cacioli, P. US Patent 4,581,429, 1985.
5. Moad, G.; Rizzardo, E. Macromolecules 1995, 28, 8722.
6. Georges, M. K.; Veregin, R. P. N.; Kazmaier, P. M.; Hamer, G. K. Macromolecules 1983, 26, 2987.
7. Georges, M. K.; Veregin, R. P. N.; Hamer, G. K. Trends. Polym. Sci. 1994, 2, 66.
8. Georges, M. K.; Veregin, R. P. N.; Kazmaier, P. M.; Hamer, G. K. Macromolecules 1994, 27, 7228.
9. Odel, P. G.; Veregin, R. P. N.; Michalak, L. M.; Brousmiche, D.; Georges, M. K. Macromolecules 1995, 28, 8453.
10. Veregin, R. P. N.; Odell, P. G.; Michalak, L. M.; Georges, M. K. Macromolecules 1996, 29, 4161.
11. Veregin, R. P. N.; Odell, P. G.; Michalak, L. M.; Georges, M. K. Macromolecules 1996, 29, 3346.
12. Veregin, R. P. N.; Odell, P. G.; Michalak, L. M.; Georges, M. K. Macromolecules 1996, 29, 2746.
13. Wang, J.-S.; Matyjaszewski, K. J. Am. Chem. Soc. 1995, 117, 5614.
14. Matyjaszewski, K.; Wang, J.-S. Macromolecules 1995, 28, 7901.
15. (a) Kato, M.; Kamigaito, M.; Sawamoto, M.; Higashimura, T. Macromolecules 1995, 28, 1721.
16. (b) Ando, T.; Kato, M.; Kamigaito, M.; Sawamoto, M. Macromolecules 1996, 29, 1070.
17. (a) Percec, V.; Barbiou, B. Macromolecules 1995, 28, 7970.
18. (b) Percec, V.; Barboiu, B.; Neumann, A.; Ronda, J. C.; Zhao, M. Macromolecules 1996, 29, 3665.
19. Matyjaszewski, K. 2nd IUPAC Symp. Free Radical Polym. Kinet. Mechanism, Prep. 1996, 22.
20. (a) Patten, T. E.; Xia, J.; Abernathy, T.; Matyjaszewski, K. ACS Polym. Prepr. 1996, 37, 575.
21. (b) Patten, T. E.; Xia, J.; Abernathy, T.; Matyjaszewski, K. Science 1996, 272, 866.
22. (c) Matyjaszewski, K.; Patten, T. E.; Xia, J. J. Am. Chem. Soc. 1997, 119, 674.
23. Koten, G. van.; Vrieze, K. Adv. Organomet. Chem. 1982, 21, 157.
24. Koten, G. van.; Vrieze, K. Recl. Trav. Chim. Pays-Bays 1981, 100, 129.
25. Johnson, L. K.; Killian, C. M.; Brookhart, M. J. Am. Chem. Soc. 1995, 117, 6414.
26. -1. Bp = 218 °C.
27. Typical polymerization procedure. A 0.1376 g sample of copper (I) bromide (98%. 9.6E-4 mol) was added to 40 mL of xylene and 20 mL of methyl methacrylate (0.187 moll). Then 0.4372 of 3 (2.89E-3 mol) was added and the mixture deoxygenated by one freeze-pump-thaw cycle prior to the addition of 0.14 mL of ethyl 2-bromoisobutyrate (9.54E-4 mol) at room temperature. The deep red solution was heated at 90 °C for 485 min. At time = 120, 240, 300, 360 and 485 min, 1 mL of reaction mixture was taken and conversion calculated by gravimetry heating to constant weight at 60 °C under vacuum for 300 min SEC was carried out on the residual polymer; the final product was isolated by precipitation into hexanes.
28. n = 4050; PDI = 1.14.
29. -1. Matrix-assisted laser desorption ionization time of flight mass spectrometry (MALDI TOF MS) was carried out on a Kratos MALDI III instrument in the reflection mode. The polymer was deposited onto a stainless steel sample slide with 2,5-dihydroxybenzoic acid as the matrix.