Facile one-pot/one-step technique for preparation of side-chain functionalized polymers: Combination of SET-RAFT polymerization of azide vinyl monomer and click chemistry

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 50, Issue 6, 2012, Pages 1120-1126

  Shen, Qiong ^a   Zhang, Jian ^a   Zhang, Shuangshuang ^a   Hao, Yigang ^a   Zhang, Wei ^a   Zhang, Weidong ^a   Chen, Gaojian ^a   Zhang, Zhengbiao ^a   Zhu, Xiulin ^a  

^a SOOCHOW UNIVERSITY   (China)

Author keywords

azide polymer; click chemistry; living polymerization; radical polymerization; reversible addition fragmentation chain transfer (SET RAFT)

Indexed keywords

AZIDE POLYMERS; AZIDO GROUP; CHAIN EXTENSION; CLICK CHEMISTRY; DIBLOCK COPOLYMER; FIRST ORDER; FTIR ANALYSIS; FUNCTIONAL MONOMER; FUNCTIONALIZED POLYMERS; INITIATION AND PROPAGATION; KINETIC PLOTS; METHYL METHACRYLATES; MONOMER CONVERSIONS; NARROW MOLECULAR WEIGHT DISTRIBUTIONS; ONE POT; POLYMERIZATION BEHAVIOR; REVERSIBLE ADDITION-FRAGMENTATION CHAIN TRANSFER; SIDE-CHAINS; SINGLE ELECTRON TRANSFER; VINYL MONOMERS;

ACRYLIC MONOMERS; ATOM TRANSFER RADICAL POLYMERIZATION; BLOCK COPOLYMERS; ESTERS; FREE RADICAL POLYMERIZATION; LIVING POLYMERIZATION; MOLECULAR WEIGHT DISTRIBUTION; MONOMERS;

POLYMERS;

EID: 84863157588     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.25868     Document Type: Article

References (50)

1. Kolb, H. C.,;, Finn, M. G.,;, Sharpless, K. B., Angew. Chem. Int. Ed. 2001, 40, 2004-2021.
2. (a), Agard, N. J.,;, Prescher, J. A.,;, Bertozzi, C. R., J. Am. Chem. Soc. 2004, 126, 15046-15047
3. (b), Manetsch, R.,;, Krasinski, A.,;, Radic, Z.,;, Raushel, J.,;, Taylor, P.,;, Sharpless, K. B.,;, Kolb, H. C., J. Am. Chem. Soc. 2004, 126, 12809-12818
4. (c), Lee, L. V.,;, Mitchell, M. L.,;, Huang, S. J.,;, Fokin, V. V.,;, Sharpless, K. B.,;, Wong, C. H., J. Am. Chem. Soc. 2003, 125, 9588-9589
5. (d), Speers, A. E.,;, Adam, G. C.,;, Cravatt, B. F., J. Am. Chem. Soc. 2003, 125, 4686-4687.
6. (a), Bodine, K. D.,;, Gin, D. Y.,;, Gin, M. S., J. Am. Chem. Soc. 2004, 126, 1638-1639
7. (b), Jin, T.,;, Kamijo, S.,;, Yamamoto, Y., Eur. J. Org. Chem. 2004, 3789-3791
8. (c), Billing, J. F.,;, Nilsson, U. J., J. Org. Chem. 2005, 70, 4847-4850
9. (d), Bodine, K. D.,;, Gin, D. Y.,;, Gin, M. S., Org. Lett. 2005, 7, 4479-4482.
10. (a), Wu, P.,;, Feldman, A. K.,;, Nugent, A. K.,;, Hawker, C. J.,;, Scheel, A.,;, Voit, B.,;, Pyun, J.,;, Fréchet, J. M. J.,;, Sharpless, K. B.,;, Fokin, V. V., Angew. Chem. Int. Ed. 2004, 43, 3928-3932
11. (b), Hawker, C. J.,;, Wooley, K. L., Science 2005, 309, 1200-1205
12. (c), Binder, W. H.,;, Kluger, C., Curr. Org. Chem. 2006, 10, 1791-1815.
13. Helms, B.,;, Mynar, J. L.,;, Hawker, C. J.,;, Fréchet, J. M. J., J. Am. Chem. Soc. 2004, 126, 15020-15021.
14. Hawker, C. J., J. Am. Chem. Soc. 1994, 116, 11185-11186.
15. (a), Wang, J. S.,;, Matyjaszewski, K., J. Am. Chem. Soc. 1995, 117, 5614-5615
16. (b), Kato, M.,;, Kamigaito, M.,;, Sawamoto, M.,;, Higashimura, T., Macromolecules 1995, 28, 1721-1723
17. (c), Kamigaito, M.,;, Ando, T.,;, Sawamoto, M., Chem. Rev. 2001, 101, 3689-3746
18. (d), Kamigaito, M.,;, Ando, T.,;, Sawamoto, M., Chem. Rec. 2004, 4, 159-175.
19. Chiefari, J.,;, Chong, Y. K.,;, Ercole, F.,;, Krstina, J.,;, Jeffery, J.,;, Le, T. P. T.,;, Mayadunne, R. T. A.,;, Meijs, G. F.,;, Moad, C. L.,;, Moad, G.,;, Rizzardo, E.,;, Thang, S. H., Macromolecules 1998, 31, 5559-5562.
20. Percec, V.,;, Guliashvili, T.,;, Ladislaw, J. S.,;, Wistrand, A.,;, Stjerndahl, A.,;, Sienkowska, M. J.,;, Monteiro, M. J.,;, Sahoo, S., J. Am. Chem. Soc. 2006, 128, 14156-14165.
21. Subramanian, S. H.,;, Babu, R. P.,;, Dhamodharan, R., Macromolecules 2008, 41, 262-265.
22. Zhang, W. D.,;, Zhang, W.,;, Zhang, Z. B.,;, Zhu, J.,;, Zhu, X. L., Macromol. Rapid Commun. 2010, 31, 1354-1358.
23. (a), Gao, H.,;, Matyjaszewski, K., J. Am. Chem. Soc. 2007, 129, 6633-6639
24. (b), Gauthier, M. A.,;, Gibson, M. I.,;, Klok, H.-A., Angew. Chem. Int. Ed. 2009, 48, 48-58
25. (c), Ruud, C. J.,;, Jia, J. P.,;, Baker, G. L., Macromolecules 2000, 33, 8184-8191
26. (d), Brochu, S.,;, Ampleman, G., Macromolecules 1996, 29, 5539-5545
27. (e), Sacristan, J.,;, Reinecke, H.,;, Mijangos, C., Polymer 2000, 41, 5577-5582.
28. (a), Parr, T.,;, Hanson-Parr, D., Combust. Flame 2004, 137, 38-49
29. (b), Kim, E. S.,;, Yang, V.,;, Liau, Y. C., Combust. Flame 2002, 131, 227-245
30. (c), Arisawa, H.,;, Brill, T. B.,; Combust. Flame 1998, 112, 533-544
31. (d), Ger, M. D.,;, Hwu, W. H.,;, Huang, C. C., Thermochim. Acta 1993, 224, 127-140
32. (e), Nair, J. K.,;, Satpute, R. S.,;, Polke, B. G.,;, Mukundan, T.,;, Asthana, S. N.,;, Singh, H., Def. Sci. J. 2002, 52, 147-156
33. (f), Chang, T. C.,;, Wu, K. H.,;, Chen, H. B.,;, Ho, S. Y.,;, Chiu, Y. S., J. Polym. Sci. Part A: Polym. Chem. 1996, 34, 3337-3343
34. (g), Kubota, N., J. Propul. Power 1995, 11, 677-682.
35. (a), Hua, D. B.,;, Bai, W.,;, Xiao, J. P.,;, Bai, R. K.,;, Lu, W. Q.,;, Pan, C. Y., Chem. Mater. 2005, 17, 4574-4576
36. (b), Hua, D. B.,;, Cheng, K.,;, Bai, W.,;, Bai, R. K.,;, Lu, W. Q.,;, Pan, C. Y., Macromolecules 2005, 38, 3051-3053
37. (c), Zheng, H. T.,;, Hua, D. B.,;, Bai, R. K.,;, Hu, K. L.,;, Pan, C. Y., J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 2609-2616.
38. Li, G.,;, Zheng, H. T.,;, Bai, R. K., Macromol. Rapid Commun. 2009, 30, 442-447.
39. Geng, J.,;, Lindqvist, J.,;, Mantovani, G.,;, Haddleton, D. M., Angew. Chem. Int. Ed. 2008, 47, 4180-4183.
40. Damiron, D.,;, Desorme, M.,;, Ostaci, R.-V.,;, Akhrass, S. A.,;, Hamaide, T.,;, Drockenmuller, E., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 3803-3813.
41. Zhang, Z. B.,;, Zhu, X. L.,;, Zhu, J.,;, Cheng, Z. P.,;, Zhu, S. P., J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 3343-3354.
42. (a), Monteiro, M. J.,;, De Brouwer, H., Macromolecules 2001, 34, 349-352
43. (b), Kwak, Y.,;, Goto, A.,;, Komatsu, K.,;, Sugiura, Y.,;, Fukuda, T., Macromolecules 2004, 37, 4434-4440
44. (c), Barner-Kowollik, C.,;, Quinn, J. F.,;, Morsley, D. R.,;, Davis, T. P., J. Polym. Sci. Part A: Polym. Chem. 2001, 39, 1353-1365
45. (d), Wang, A. R.,;, Zhu, S.,;, Kwak, Y.,;, Goto, A.,;, Fukuda, T.,;, Monteiro, M. S., J. Polym. Sci. Part A: Polym. Chem. 2003, 41, 2833-2839
46. (e), Coote, M. L., Macromolecules 2004, 37, 5023-5031
47. (f), Barner-Kowollik, C.,;, Quinn, J. F.,;, Nguyen, T. L. U.,;, Heuts, J. P. A.,;, Davis, T. P., Macromolecules 2001, 34, 7849-7857.
48. Pound, G.,;, Aguesse, F.,;, McLeary, J. B.,;, Lange, R. F. M.,;, Klumperman, B., Macromolecules 2007, 40, 8861-8871.
49. Zhou, N. C.,;, Zhu, J.,;, Zhang, Z. B.,;, Zhu, X. L., e-Polymers 2007, no. 137.
50. Zhang, Z. B.,;, Wang, W. X.,;, Cheng, Z. P.,;, Zhu, J.,;, Zhou, N. C.,;, Yang, Y. G.,;, Tu, Y. F.,;, Zhu, X. L., Macromolecules 2010, 43, 7979-7984.