Cyclic alkoxyamine-initiator tethered by azide/alkyne-"click"- Chemistry enabling ring-Expansion vinyl polymerization providing macrocyclic polymers

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 48, Issue 15, 2010, Pages 3402-3416

  Narumi, Atsushi ^a,b   Zeidler, Sylvia ^a   Barqawi, Haitham ^a   Enders, Claudia ^a   Binder, Wolfgang H ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

^b YAMAGATA UNIVERSITY   (Japan)

Author keywords

Azide alkyne "click" reaction; Macrocyclics; MALDI; Radical crossover reaction; Radical polymerization; Ring polymer

Indexed keywords

ALKOXYAMINES; CROSS-OVER; MACROCYCLIC POLYMERS; MACROCYCLICS; MALDI TOF MS; MATRIX-ASSISTED LASER DESORPTION/IONIZATION-TIME-OF-FLIGHT MASS SPECTROMETRY; NITROXIDE-MEDIATED CONTROLLED RADICAL POLYMERIZATION; NITROXIDES; POLYMERIZATION REACTION; RADICAL POLYMERIZATION; RADICAL RING; TERMINAL ALKYNE; VINYL POLYMERIZATION;

ACETYLENE; ATOM TRANSFER RADICAL POLYMERIZATION; AVIATION; CHROMATOGRAPHIC ANALYSIS; DESORPTION; EXPANSION; GELS; MASS SPECTROMETRY; POLYMERIZATION; POLYSTYRENES; STYRENE;

POLYMERS;

EID: 77954922617     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.24126     Document Type: Article

References (48)

1. Semlyen, J. A.; Wood, B. R.; Hodge, P. Polym Adv Tech 1994, 5, 473-478.
2. Deffieux, A.; Borsali, R. In Macromolecular Engineering; Matyjaszewski, K.; Gnanou, Y.; Leibler, L., Eds.; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2007; Vol. 2.
3. McLeish, T. Nat Mater 2008, 7, 933-935.
4. Kapnistos, M.; Lang, M.; Vlassopoulos, D.; Pyckhout-Hintzen, W.; Richter, D.; Cho, D.; Chang, T.; Rubinstein, M. Nat Mater 2008, 7, 997-1002.
5. Laurent, B. A.; Grayson, S. M. Chem Soc Rev 2009, 38, 2202-2213.
6. Kricheldorf, H. R. J Polym Sci Part A: Polym Chem 2010, 48, 251-284.
7. Schappacher, M.; Deffieux, A. Science 2008, 319, 1512-1515.
8. Schappacher, M.; Deffieux, A. J Am Chem Soc 2008, 130, 14684-14689.
9. Vollmert, B.; Huang, J. X. Makromol Chem Rapid Commun 1981, 2, 467-472.
10. Roovers, J.; Toporowski, P. M. Macromolecules 1983, 16, 843-849.
11. Schappacher, M.; Deffieux, A. Makromol Chem Rapid Commun 1991, 12, 447-453.
12. Schappacher, M.; Deffieux, A. Macromolecules 2001, 34, 5827-5832.
13. Schappacher, M.; Deffieux, A. Macromol Chem Phys 2002, 203, 2463-2469.
14. Laurent, B. A.; Grayson, S. M. J Am Chem Soc 2006, 128, 4238-4239.
15. Xu, J.; Ye, J.; Liu, S. Macromolecules 2007, 40, 9103-9110.
16. Qiu, X.-P.; Tanaka, F.; Winnik, F. M. Macromolecules 2007, 40, 7069-7071.
17. Eugene, D. M.; Grayson, S. M. Macromolecules 2008, 41, 5082-5084.
18. Schulz, M.; Tanner, S.; Barqawi, H.; Binder, W. H. J Polym Sci Part A: Polym Chem 2010, 48, 671-680.
19. Conrad, J. C.; Fogg, D. E. Curr Org Chem 2006, 10, 185-202.
20. Elmer, S. L; Lemcoff, N. G.; Zimmerman, S. C. Macromolecules 2007, 40, 8114-8118.
21. Boal, A. K.; Guryanov, I.; Moretto, A.; Crisma, M.; Lanni, E. L.; Toniolo, C.; Grubbs, R. H.; O'Leary, D. J. J Am Chem Soc 2007, 129, 6986-6987.
22. Shea, K. J.; Lee, S. Y.; Busch, B. B. J Org Chem 1998, 63, 5746-5747.
23. Bielawski, C. W.; Benitez, D.; Grubbs, R. H. Science 2002, 297, 2041-2044.
24. Bielawski, C. W.; Benitez, D.; Grubbs, R. H. J Am Chem Soc 2003, 125, 8424-8425.
25. Kricheldorf, H. R.; Sumbel, M. V.; Kreiser-Saunders, I. Macromolecules 1991, 24, 1944-1949.
26. Kricheldorf, H. R.; Lee, S.-R. Macromolecules 1995, 28, 6718-6725.
27. Kricheldorf, H. R.; Lee, S.-R. Macromolecules 1996, 29, 8689-8695.
28. Kricheldorf, H. R.; Lee, S.-R.; Bush, S. Macromolecules 1996, 29, 1375-1381.
29. Jeong, W.; Hedrick, J. L.; Waymouth, R. M. J Am Chem Soc 2007, 129, 8414-8415.
30. Jeong, W.; Shin, E. J.; Culkin, D. A.; Hedrick, J. L.; Waymouth, R. M. J Am Chem Soc 2009, 131, 4884-4891.
31. Kamber, N. E.; Jeong, W.; Gonzalez, S.; Hedrick, J. L.; Way-mouth, R. M. Macromolecules 2009, 42, 1634-1639.
32. He, T.; Zheng, G. H.; Pan, C. Y. Macromolecules 2003, 36, 5960-5966.
33. Hawker, C. J.; Bosman, A. W.; Harth, E. Chem Rev 2001, 101, 3661-3688.
34. Georges, M. K.; Veregin, R. P. N.; Kazmaier, P. M.; Hamer, G. K. Macromolecules 1993, 26, 2987-2988.
35. Yamaguchi, G.; Higaki, Y.; Otsuka, H.; Takahara, A. Macromolecules 2005, 38, 6316-6320.
36. Benoit, D.; Chaplinski, V.; Breslau, R.; Hawker, C. J. J Am Chem Soc 1999, 121, 3904-3920.
37. Tornoe, C. W.; Christensen, C.; Meldal, M. J Org Chem 2002, 67, 3057-3064.
38. Binder, W. H.; Kluger, C. Curr Org Chem 2006, 10, 1791-1815.
39. Binder, W. H.; Sachsenhofer, R. Macromol Rapid Commun 2007, 28, 15-54.
40. Binder, W. H.; Sachsenhofer, R. Macromol Rapid Commun 2008, 29, 952-981.
41. Meldal, M .; TorMnoe, C. W. Chem Rev 2008, 108, 2952-3015.
42. Binder, W. H.; Zirbs, R. In Encyclopedia of Polymer Science and Technology; John Wiley & Sons, Inc: New York, 2009. DOI: 10.1002/0471440264.pst565.
43. Chan, T. R.; Hilgraf, R.; Sharpless, K. B.; Fokin, V. V. Org Lett 2004, 6, 2853-2855.
44. Venugopal, T. B.; Nirmala, R. J.; Jayakrishnan, A. J Polym Int 2008, 57, 124-132.
45. Binder, W. H.; Gloger, D.; Weinstabl, H.; Allmaier, G.; Pittenauer, E. Macromolecules 2007, 40, 3097-3107.
46. Hawker, C. J.; Barclay, G. G.; Orellana, A.; Dao, J.; Devonport, W. Macromolecules 1996, 29, 5245-5254.
47. Otsuka, H.; Aotani, K.; Higaki, Y.; Takahara, A.; Chem Commun 2002, 2838-2839.
48. Otsuka, H.; Aotani, K.; Higaki, Y.; Takahara, A. J Am Chem Soc 2003, 125, 4064-4065.