End-functionalization with alcohols in metal-catalyzed living radical polymerization through umpolung of growing carbon-halogen bond

Macromolecules

Volumn 43, Issue 21, 2010, Pages 8910-8916

  Nakatani, Kazuhiro ^a   Terashima, Takaya ^a   Ouchi, Makoto ^a   Sawamoto, Mitsuo ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BIFUNCTIONAL; CARBON-HALOGEN BOND; ELECTRON-RICH; ELECTROPHILIC SUBSTITUTIONS; END CAPPING; END-FUNCTIONALIZATION; END-FUNCTIONALIZED POLYMERS; FUNCTIONALIZED; LIVING RADICAL POLYMERIZATION; METHOXY; METHYL ACRYLATES; NOVEL METHODS; SYSTEMATIC EVALUATION; TELECHELIC POLYMERS; UMPOLUNG;

ACRYLIC MONOMERS; CATALYSIS; FREE RADICAL POLYMERIZATION; KETONES; LIVING POLYMERIZATION; METHANOL; ORGANIC POLYMERS; POLYMERS; POLYMETHYL METHACRYLATES;

FUNCTIONAL POLYMERS;

EID: 78149275374     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma1019158     Document Type: Article

References (28)

1. Coessens, V.; Pintauer, T.; Matyjaszewski, K. Prog. Polym. Sci. 2001, 26, 337-377
2. Kamigaito, M.; Ando, T.; Sawamoto, M. Chem. Rev. 2001, 101, 3689-3745
3. Kamigaito, M.; Ando, T.; Sawamoto, M. Chem. Rec. 2004, 4, 159-175
4. Ouchi, M.; Terashima, T.; Sawamoto, M. Acc. Chem. Res. 2008, 41, 1120-1132
5. Ouchi, M.; Terashima, T.; Sawamoto, M. Chem. Rev. 2009, 109, 4963-5050
6. Matyjaszewski, K.; Xia, J. Chem. Rev. 2001, 101, 2921-2990
7. Ando, T.; Kamigaito, M.; Sawamoto, M. Macromolecules 1998, 31, 6708-6711
8. Tokuchi, K.; Ando, T.; Kamigaito, M.; Sawamoto, M. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 4735-4748
9. Coessens, V.; Matyjaszewski, K. Macromol. Rapid Commun. 1999, 20, 66-70
10. Coessens, V.; Pyun, J.; Miller, P. J.; Gaynor, S. G.; Matyjaszewski, K. Macromol. Rapid Commun. 2000, 21, 103-109
11. Coessens, V.; Matyjaszewski, K. Macromol. Rapid Commun. 1999, 20, 127-134
12. Matyjaszewski, K.; Nakagawa, Y.; Gaynor, S. G. Macromol. Rapid Commun. 1997, 18, 1057-1066
13. Coessens, V.; Nakagawa, Y.; Matyjaszewski, K. Polym. Bull. 1998, 40, 135-142
14. Nakatani, K.; Ouchi, M.; Sawamoto, M. Macromolecules 2008, 41, 4579-4581
15. Sawamoto, M. Prog. Polym. Sci. 1991, 16, 111-172
16. Shohi, H.; Sawamoto, M.; Higashimura, T. Macromolecules 1992, 25, 53-57
17. Shohi, H.; Sawamoto, M.; Higashimura, T. Macromolecules 1992, 25, 58-63
18. Seebach, D. Angew. Chem., Int. Ed. 1979, 18, 239-258
19. Willmore, N. D.; Hoic, D. A.; Katz, T. J. J. Org. Chem. 1994, 59, 1889-1891
20. Ito, H.; Willson, C. G.; Fréchet, J. M. J.; Farrall, M. J.; Eichler, E. Macromolecules 1983, 16, 510-517
21. Takahashi, H.; Ando, T.; Kamigaito, M.; Sawamoto, M. Macromolecules 1999, 32, 3820-3823
22. Baek, K.-Y.; Kamigaito, M.; Sawamoto, M. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 1937-1944
23. Hamasaki, S.; Kamigaito, M.; Sawamoto, M. Macromolecules 2002, 35, 2934-2940
24. n = 1.18. The difference was apparently caused by trivial operational factors, e.g., fluctuation in vessel temperature and/or reagent concentration, but did not affect the subsequent end-capping experiments as described in the text. No further attempt was therefore made for clarifying the causes of the difference.
25. Greenley, R. Z. In Polymer Handbook, 4 th ed.; Brandrup, J.; Immergut, E. H.; Grulke, E. A., Eds.; Wiley-Interscience: New York, 1999; pp II/ 309 - 319.
26. Higashimura, T.; Kamigaito, M.; Kato, M.; Hasebe, T.; Sawamoto, M. Macromolecules 1993, 26, 2670-2673
27. Ando, T.; Kato, M.; Kamigaito, M.; Sawamoto, M. Macromolecules 1996, 29, 1070-1072
28. Watanabe, Y.; Ando, T.; Kamigaito, M.; Sawamoto, M. Macromolecules 2001, 34, 4370-4374