Telechelic poly(disulfide)s and related block copolymer

Macromolecular Rapid Communications

Volumn 35, Issue 15, 2014, Pages 1340-1344

  Basak, Dipankar ^a   Kumar, Rajan ^a   Ghosh, Suhrit ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

block copolymer; condensation reaction; poly(disulfide)s; ring opening polymerization; stoichiometric imbalance

Indexed keywords

BLOCK COPOLYMERS; CONDENSATION REACTIONS; MONOMERS; POLYMERIZATION;

1 ,6-HEXANEDITHIOL; MACROINITIATORS; POLY(DISULFIDE)S; PREDICTABLE MOLECULAR WEIGHT; PYRIDYL DISULFIDE; STOICHIOMETRIC IMBALANCE; THIOL-DISULFIDE EXCHANGES; TWO TERMINALS;

SULFUR COMPOUNDS;

1,6-HEXANEDITHIOL; 2,2' BIPYRIDINE; 2,2'-DIPYRIDYL DISULFIDE; DILACTIDE; DIOXANE DERIVATIVE; DISULFIDE; POLYMER; THIOL DERIVATIVE;

ANALOGS AND DERIVATIVES; CHEMISTRY; MOLECULAR WEIGHT; POLYMERIZATION; SYNTHESIS;

2,2'-DIPYRIDYL; DIOXANES; DISULFIDES; MOLECULAR WEIGHT; POLYMERIZATION; POLYMERS; SULFHYDRYL COMPOUNDS;

EID: 84905562182     PISSN: 10221336     EISSN: 15213927     Source Type: Journal    
DOI: 10.1002/marc.201400237     Document Type: Article

References (38)

1. S. Otto, R. L. E. Furlan, J. K. M. Sanders, J. Am. Chem. Soc. 2000, 122, 12063.
2. G. V. Lamoureux, G. M. Whitesides, J. Org. Chem. 1993, 58, 633.
3. J. Ryu, S. Park, B. Kim, A. Klaikherd, T. P. Russell, S. Thayumanavan, J. Am. Chem. Soc. 2009, 131, 9870.
4. G. Saito, J. A. Swanson, K.-D. Lee, Adv. Drug Delivery Rev. 2003, 55, 199.
5. C. Yuan, K. Raghupathi, B. C. Popere, J. Ventura, L. Dai, S. Thayumanavan, Chem. Sci. 2014, 5, 229
6. J.-H. Ryu, S. Jiwpanich, R. Chacko, S. Bickerton, S. Thayumanavan, J. Am. Chem. Soc. 2010, 132, 8246
7. A. Klaikherd, N. Chikkanagari, S. Thayumanavan, J. Am. Chem. Soc. 2009, 131, 4830
8. S. Ghosh, V. Yesilyurt, E. N. Savariar, K. Irvin, S. Thayumanavan, J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 1052.
9. E.-K. Bang, M. Lista, G. Sforazzini, N. Sakai, S. Matile, Chem. Sci. 2012, 3, 1752.
10. K. Endo, T. Shiroi, N. Murata, G. Kojima, T. Yamanaka, Macromolecules 2004, 37, 3143
11. K. Endo, T. Yamanaka, Macromolecules 2006, 39, 4038
12. Z. A. Liang, Y. Z. Meng, L. Li, X. S. Du, A. S. Hay, Macromolecules 2004, 37, 5837
13. Y. Z. Meng, Z. A. Liang, Y. X. Lu, A. S. Hay, Polymer 2005, 46, 11117
14. Y. Ding, A. S. Hay, Macromolecules 1996, 29, 6386
15. N. Kobayashi, A. Osawa, T. Fujisawa, J. Polym. Sci., Polym. Lett. Ed. 1973, 11, 225
16. N. Kobayashi, A. Osawa, T. J. Fujisawa, Polym. Sci., Polym. Chem. Ed. 1975, 13, 2863
17. L. N. Song, M. Xiao, S. Shu, S. J. Wang, Y. Z. Meng, J. Mater. Sci. 2007, 42, 1156
18. E. J. Goethals, C. Sillis, Die Makromolekulare Chemie 1968, 119, 249
19. Y. Lee, H. Mo, H. Koo, J.-Y. Park, M. Y. Cho, G.-W. Jin, J.-S. Park, Bioconjugate Chem. 2007, 18, 13
20. E. Q. Rosenthal, J. E. Puskas, C. Wesdemiotis, Biomacromolecules 2012, 13, 154
21. S. Son, R. Namgung, J. Kim, K. Singha, W. Kim, J. Acc. Chem. Res. 2012, 45, 1100
22. N. V. Tsarevsky, K. Matyjaszewski, Macromolecules 2002, 35, 9009
23. C.-C. Chang, T. Emrick, Macromolecules 2014, 47, 1344.
24. For recent reports on polymers containing pyridyl disulfide group and its utility in postpolymerization functionalization and polymer bioconjugation, see: a), D. Bontempo, K. L. Heredia, B. A. Fish, H. D. Maynard, J. Am. Chem. Soc. 2004, 126, 15372
25. A. Klaikherd, S. Ghosh, S. Thayumanavan, Macromolecules 2007, 40, 8518
26. D. J. Phillips, M. I. Gibson, Biomacromolecules 2012, 13, 3200
27. F. Wang, A. Klaikherd, S. Thayumanavan, J. Am. Chem. Soc. 2011, 133, 13496
28. C. Boyer, J. Liu, V. Bulmus, T. P. Davis, C. Barner-Kowollik, M. H. Stenzel, Macromolecules 2008, 41, 5641
29. C. Boyer, J. Liu, L. Wong, M. Tippett, V. Bulmus, T. P. Davis, J. Polym. Sci., Part A: Polym. Chem. 2008, 46, 7207
30. L. J. Wong, S. Sevimli, H. M. Zareie, T. P. Davis, V. Bulmus, Macromolecules 2010, 43, 5365
31. S. Ghosh, S. Basu, S. Thayumanavan, Macromolecules 2006, 39, 5595
32. J. Xu, L. Tao, J. Liu, V. Bulmus, T. P. Davis, Macromolecules 2009, 42, 6893
33. M. A. Gauthier, M. I. Gibson, H.-A. Klok, Angew. Chem. 2009, 121, 50
34. Angew. Chem Int. Ed. 2009, 48, 48.
35. For a recent report from our group on synthesis of a telechelic polymer using similar strategy, see:, K. Dan, S. Ghosh, Angew. Chem. 2013, 125, 7441
36. Angew. Chem Int. Ed. 2013, 52, 7300.
37. H. R. Allcock, F. W. Lampe, J. E. Mark, Contemporary Polymer Chemistry, 3rd ed., Pearson, Upper Saddle River, NJ, USA 2003, p. 324.
38. Poly(Lactic Acid): Synthesis, Structures, Properties, Processing, and Applications (Eds:, R. Auras, L.-T. Lim, S. E. M. Selke, H. Tsuji,), John Wiley & Sons, Inc., Hoboken, NJ, USA 2010.