Nitroxide mediated polymerization using diphenyl azabutane N-oxides. A study of electronic effects and of the [nitroxide]/[initiator] ratio on the polymerization control

Polymer

Volumn 45, Issue 3, 2004, Pages 815-824

  Cuatepotzo Díaz, Rubén ^a   Albores Velasco, Martha ^a   Saldívar Guerra, Enrique ^b   Becerril Jiménez, Fabiola ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b Mz 6 Parque Industrial Lerma   (Mexico)

Author keywords

Living free radical polymerization; Nitroxide; Nitroxide mediated polymerization

Indexed keywords

INITIATORS (CHEMICAL); NITROGEN OXIDES; POLYMERIZATION;

AROMATIC RINGS;

STYRENE;

AMINE; BUTANE; NITROXIDE; OXIDE; POLYSTYRENE; STYRENE;

ARTICLE; CHEMICAL REACTION KINETICS; DISPERSION; ELECTRON TRANSPORT; EQUILIBRIUM CONSTANT; MATHEMATICAL ANALYSIS; MOLECULAR MODEL; MOLECULAR WEIGHT; POLYMERIZATION; SYNTHESIS; TEMPERATURE DEPENDENCE;

POLYMERIZATION;

EID: 0742287159     PISSN: 00323861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymer.2003.11.035     Document Type: Article

References (49)

1. Solomon DH, Rizzardo E, Cacioli P. 1986, U.S. Pat. 4,581,429.
2. Georges M.K., Veregin R.P.N., Kazmaier P.M., Hamer G.K. Macromolecules. 26:1993;2987-2988.
3. Georges M., Veregin R., Kazmaier P.M., Hamer G.K., Saban M. Macromolecules. 27:1994;7228-7229.
4. Odell P.G., Veregin R., Michalak L.M., Brousmiche D., Georges M.K. Macromolecules. 28:1995;8453-8455.
5. Cunningham M.F., Tortosa K., Lin M., Keoshkerian B., Goerges M.K.J. Polym Sci: Part A: Polym Chem. 40:2002;2828-2841.
6. Benoit D., Chaplinski V., Braslau R., Hawker. J Am Chem Soc. 121:1999;3904.
7. Benoit D., Harth E., Fox P., Waymouth R.M., Hawker C. Macromolecules. 33:2000;363-370.
8. Grimaldi S, Le Moigne F, Finet JP, Tordo P, Nicol P, Plechot MM, WO 96124620 August 15; 1996.
9. Grimaldi S., Finet J.P., Le Moigne F., Zeghdaoui A., Tordo P., Benoit D., Fontanille M., Gnanou Y. Macromolecules. 33:2000;1141-1147.
10. Lacroix-Desmazes P., Lutz J.F., Boutevin B. Macromol Chem Phys. 201:2000;662-669.
11. Hawker C.J., Bosman A.W., Harth E. Chem Rev. 101:2001;3661-3688.
12. Götz H., Harth E., Schiller S.M., Frank C.W., Knoll W., Hawker C.J. J Polym Sci: Part A: Polym Chem. 40:2002;3379-3391.
13. Robin S, Guerret O, Couturier JL, Pirri R, Gnanou Y. Macromolecules 2002;35:3844.
14. Matyjaszewsky K., Gaynor S., Grezsta D., Mardare D., Shigemoto T. Macromol Symp. 98:1995;73-89.
15. Fukuda T., Goto A., Ohno K. Macromol Rapid Commun. 21:2000;151-165.
16. Fukuda T., Terauchi T., Goto A., Ohno K., Tsujii Y., Miyamoto T. Macromolecules. 29:1996;6393-6398.
17. Veregin R.P.N., Odell P.G., Michalak L.M., Georges M.K. Macromolecules. 29:1996;2746-2754.
18. Veregin R.P.N., Odell P.G., Michalak L.M., Georges M.K. Macromolecules. 29:1996;3346-3352.
19. Veregin R.P.N., Georges M.K., Hamer G.K., Kazmaier P.M. Macromolecules. 28:1995;4391-4398.
20. Matyjaszewsky K., Woodworth B.E., Zhang X., Gaynor S.G., Metzner Z. Macromolecules. 31:1998;5955-5957.
21. Hawker C.J., Barclay G.G., Orellana A., Dao J., Devonport W. Macromolecules. 29:1996;5245-5254.
22. Sobek J., Martschke R., Fischer H. J Am Chem Soc. 123:2001;2849-2857.
23. Marque S., Le Mercier C., Tordo P., Fischer H. Macromolecules. 33:2000;4403-4410.
24. Marsal P., Roche M., Tordo P., Saint Claire P. J Phys Chem. 103:1999;2899-2905.
25. Volodarsky L.B., Reznikov V.A., Ovcharenko V.I. Synthetic chemistry of stable nitroxides. 1994;CRC Press, Boca Ratón. p. 7.
26. Keana J.F.W. Chem Rev. 78:1978;37-64.
27. Rasnicov V.A., Volodarsky L.B. Tetrahedron Lett. 35:1994;2239-2240.
28. Kotate Y., Janzen E.G. J Am Chem Soc. 111:1989;2066-2070.
29. Kotate Y., Janzen E.G. J Am Chem Soc. 1110:1988;3699-3701.
30. Hyperchem 5.01 for windows. Molecular Model System. Hypercube, Inc. Gainsville, Florida.
31. Walker G.N., Moore M.A. J Org Chem. 26:1961;432.
32. Miura Y., Hirota K., Moto H., Yamada B. Macromolecules. 32:1999;8356.
33. Bartlett P.D., Benzina E.P., Pincock R.E.J. J Am Chem Soc. 82:1960;1762.
34. Murahashi S.I., Mitsui H., Shiota T., Tsuda T., Watanabe S. J Org Chem. 55:1990;1736-1744.
35. Braslau R., Naik N., Zipse H. J Am Chem Soc. 122:2000;8421-8434.
36. At 100°C (≈20 min) at 120°C (≈2.5 min) Odian G. Principles of polymerization. 3rd ed. 1991;Wiley, New York. p. 215.
37. Odian G. Principles of polymerization. 3rd ed. 1991;Wiley, New York. p. 232-41.
38. Matyjaszewsky K., Greszta D. Macromolecules. 29:1996;7661-7670.
39. Moad G., Rizzardo E. Macromolecules. 28:1995;8722-8728.
40. Kazmaier P.M., Moffat K.A., Georges M.K., Veregin R.P.N., Hamer G.K. Macromolecules. 28:1995;1841-1846.
41. Georges M.K., Veregin R.P.N., Kazmaier P.M., Hamer G.K. T R I P. 2:1994;66-72.
42. Bon S.A.F., Chambrad G., German A.L. Macromolecules. 32:1999;8269-8276.
43. Buzanowski W.C., Graham J.D., Priddy D.B., Shero E. Polymer. 33:1992;3055-3059.
44. Mayo F.R. J Am Chem Soc. 90:1968;1289.
45. Le Mercier C., Acerbis S., Bertin D., Chauvin F., Gigmes D., Guerret O., Lansalot M., Marque S., Le Moigne F., Fischer H., Tordo P. Macromol Symp. 182:2002;225-247.
46. Lacroix-Desmazes P., Lutz J.F., Chauvin F., Severac R., Boutevin B. Macromolecules. 34:2001;8866-8871.
47. Lacroix-Desmazes P., Lutz J.F., Boutevin B. Macromol Chem Phys. 201:2000;662-669.
48. Le Mercier C., Lutz J.F., Marque S., Le Moigne F., Tordo P., Lacroix-Desmazes P., Boutevin B., Couturier J.L., Guerret O., Martschke R., Sobek J., Fischer H. Matyjaszewsky K. Controlled/living radical polymerization: progress in ATRP, NMP and RAFT. ACS Symposium Series 2000. 2000;768.
49. Skene W.G., Belt S.T., Connolly T.J., Hahn P., Scaiano J.C. Macromolecules. 31:1998;9103-9105.