Synthesis of functionalized NMP initiators for click chemistry: A versatile method for the preparation of functionalized polymers and block copolymers

Macromolecular Chemistry and Physics

Volumn 208, Issue 10, 2007, Pages 1050-1060

  Fleischmann, Sven ^a   Komber, Hartmut ^a   Appelhans, Dietmar ^a   Voit, Brigitte I ^a  

^a LEIBNIZ INSTITUTE OF POLYMER RESEARCH DRESDEN   (Germany)

Author keywords

Click chemistry; Diblock copolymers; Functionalization of polymers; NMP

Indexed keywords

FUNCTIONAL POLYMERS; INITIATORS (CHEMICAL); MACROMOLECULES; MOLECULAR WEIGHT DISTRIBUTION; SYNTHESIS (CHEMICAL);

CLICK CHEMISTRY; FUNCTIONALIZATION OF POLYMERS;

BLOCK COPOLYMERS;

EID: 34547769809     PISSN: 10221352     EISSN: 15213935     Source Type: Journal    
DOI: 10.1002/macp.200700046     Document Type: Article

References (42)

1. A. J. Heeger, Angew. Chem., Int. Ed. 2001, 113, 2660.
2. C. M. Niemeyer, Angew. Chem., Int. Ed. 2001, 113, 4254.
3. I. W. Hamley, Angew. Chem., Int. Ed. 2003, 42, 1692.
4. A. Favier, M.-T. Charreyre, Macromol. Rapid Comm. 2006, 27, 653.
5. K. Matyjaszewski, J. Xia, Chem. Rev. 2001, 101, 2921.
6. C. J. Hawker, A. W. Bosman, E. Harth, Chem. Rev. 2001, 101, 3661.
7. T. P. Russell, T. Thum-Albrecht, M. Touminen, E. Huang, C. J. Hawker, Macromol. Symp. 2000, 159, 77.
8. G. S. Kwon, M. L. Forrest, Drug Dev. Res. 2006, 67, 15.
9. D. Bratton, D. Yang, J. Dai, C. K. Ober, Polym. Adv. Technol. 2006, 17, 94.
10. [10a] H. A. Klok, J. Polym. Sci, Part A: Polym. Chem. 2005, 43, 117;
11. [10b] H. A. Klok, S. Lecommandoux, Adv. Mater. 2001, 13, 1217.
12. [11a] C. Ott, B. G. G. Lohmeijer, D. Wouters, U. S. Schubert, Macromol. Chem. Phys. 2006, 207, 1439;
13. [11b] B. G. G. Lohmeijer, U. S. Schubert, J. Polym. Sci, Part A: Polym. Chem. 2003, 41, 1413.
14. H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem., Int. Ed. 2001, 40, 2004.
15. [13a] P. Wu, K. Feldman, A. K. Nugent, C. J. Hawker, A. Scheel, B. Voit, J. Pyun, J. M. J. Fréchet, K. B. Sharpless, V. V. Fokin, Angew. Chem., Int. Ed. 2004, 43, 3928;
16. [13b] M. Malkoch, R. J. Thibault, E. Drockenmuller, M. Messerschmidt, B. Voit, T. P. Russell, C. J. Hawker, I. Am. Chem. Soc. 2005, 127, 14942;
17. [13c] W. H. Binder, C. Kluger, Macromolecules 2004, 37, 9321;
18. [13d] J. F. Lutz, H. G. Borner, K. Weichenhan, Macromol. Rapid Commun. 2005, 26, 514.
19. [14a] J. A. Opsteen, J. C. M. van Hest, Chem. Commun. 2005, 57,57;
20. [14b] N. V. Tsarevsky, B. S. Sumerlin, K. Matyjaszewski, Macromolecules 2005, 38, 3558.
21. K. Tsuda, T. Ishizone, A. Hirao, S. Nakahama, T. Kakuchi, K. Yokota, Macromolecules 1993, 26, 6985.
22. [16a] D. Benoit, V. Chaplinski, R. Braslau, C. J. Hawker, J. Am. Chem. Soc. 1999, 121, 3904;
23. [16b] J. Dao, D. Benoit, C. J. Hawker, J. Polym. Sci, Part A: Polym. Chem. 1998, 36, 2116;
24. [16c] R. K. O'Reilly, C. J. Hawker, K. L. Wooley, Polymer Prepr. 2004, 45, 780;
25. [16d] M. Malkoch, K. Schleicher, E. Drockenmuller, C. J. Hawker, T. P. Russell, P. Wu, V. V. Fokin, Macromolecules 2005, 38, 3663.
26. F. R. C. Backwell, C. H. Williams, J. Labelled Comp. Radiopharam. 1990, 28, 421.
27. C. J. Hawker, J. M. J. Fréchet, J. Am. Chem. Soc. 1990, 112, 7638.
28. R. Gujadhur, D. Venkataraman, J. T. Kitigh, Tetrahedron Lett. 2001, 42, 4791.
29. S. T. Thomson, J. A. Josey, R. C. Cadilla, M. D. Gaul, C. F. Hassmann, M. J. Luzzio, A. J. Pipe, K. L. Reed, D. J. Ricca, R. W. Wiehte, S. A. Noble, Tetrahedron 1995, 51, 6179.
30. B. Ochiai, I. Tomita, T. Endo, Macromol. Chem. Phys, 2001, 202, 3099.
31. G. F. D'Alelio, R. C. Evers, J. Polym. Sci, Part A: Polym. Chem. 1967, 5, 999.
32. R. Huisgen, Angew. Chem. 1963, 75, 604.
33. [24a] V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. 2002, 114, 2708;
34. [24b] C. W. Tomø, C. Christensen, M. Meldal, J. Org. Chem. 2002, 67, 3057.
35. F. H. Himo, T. Lovell, R. Hilgraf, V. V. Rostovtsev, L. Noodleman, K. B. Sharpless, V. V. Fokin, J. Am. Chem. Soc. 2005, 127, 210.
36. J. Hu, G. Liu, Macromolecules 2005, 38, 8058.
37. [27a] T. R. Chan, R. Hilgraf, K. B. Sharpless, V. V. Fokin, Org. Lett. 2004, 6, 2853;
38. [27b] F. Pérez-Balderas, M. Ortega-Munoz, J. Morales-Sanfrutos, F. Herandez-Mateo, F. G. Calvo-Flores, J. A. Calvo-Asin, J. Isac-Garcia, F. Santoyo-González, Org. Lett. 2003, 5, 1951.
39. F. Fazio, M. C. Bryan, O. Blixt, J. C. Paulson, C. H. Wong, J. Am. Chem. Soc. 2002, 124, 14397.
40. W. S. Home, C. D. Stout, M. R. Ghadiri, J. Am. Chem. Soc. 2003, 125, 9372.
41. W. S. Home, M. K. Yadav, C. D. Stout, M. R. Ghadiri, I. Am. Chem. Soc. 2004, 126, 15366.
42. J. F. Lutz, K. Matyjaszewski, I. Polym. Sci, Part A: Polym. Chem. 2005, 43, 987.