Reversible addition-fragmentation chain transfer synthesis of amidine-based, CO2-responsive homo and AB diblock (Co)polymers comprised of histamine and their gas-triggered self-assembly in water

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 51, Issue 2, 2013, Pages 394-404

  Quek, Jing Yang ^a   Roth, Peter J ^a   Evans, Richard A ^b   Davis, Thomas P ^a   Lowe, Andrew B ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

^b CSIRO   (Australia)

Author keywords

amidine; gas responsive; histamine; micelles; reversible addition fragmentation chain transfer (RAFT); self assembly; stimulus responsive

Indexed keywords

AB DIBLOCK COPOLYMERS; AMIDINE; AMPHIPHILICS; AQUEOUS MEDIA; CYCLABLE; DIBLOCKS; H NMR SPECTROSCOPY; HISTAMINE; HYDRODYNAMIC DIAMETER; HYDROPHILIC STATE; L-ARGININE; METHANETHIOSULFONATE; METHYL ESTERS; METHYL ETHER ACRYLATE; MOLAR COMPOSITIONS; N ,N-DIMETHYLACRYLAMIDE; PENTAFLUOROPHENYL; PRECURSOR MATERIALS; REVERSIBLE ADDITION FRAGMENTATION CHAIN TRANSFER; STIMULUS RESPONSIVE;

AMINO ACIDS; BLOCK COPOLYMERS; ETHERS; FREE RADICAL POLYMERIZATION; HYDROPHILICITY; MICELLES; ORGANIC COMPOUNDS; POLYETHYLENE GLYCOLS; SELF ASSEMBLY; TRANSMISSION ELECTRON MICROSCOPY;

CARBON DIOXIDE;

EID: 84870987877     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.26397     Document Type: Article

References (67)

1. Singh, B. K., Int. J. ChemTech. Res. 2009, 1, 250-264.
2. Fry, D. W.; Kraker, A. J.; McMichael, A.; Ambroso, L. A.; Nelson, J. M.; Leopold, W. R.; Connors, R. W.; Bridges, A. J., Science 1994, 265, 1093-1095.
3. Abraham, S.; Weiss, R. G., Photochem. Photobiol. Sci. 2012, 11, 1642-1644.
4. Endo, T.; Nagai, D.; Monma, T.; Yamaguchi, H.; Ochiai, B., Macromolecules 2004, 37, 2007-2009.
5. Barkakaty, B.; Morino, K.; Sudo, A.; Endo, T., Green Chem. 2010, 12, 42-44.
6. Nagai, D.; Endo, T., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 653-657.
7. Bohme, F.; Klinger, C.; Komber, H.; Haussler, L.; Jehnichen, D., J. Polym. Sci. Part A: Polym. Chem. 1998, 36, 929-938.
8. Tang, R.; Ji, W.; Wang, C., Polymer 2011, 52, 921-932.
9. Zhang, Q.; Wang, W.-J.; Lu, Y.; Li, B.-G.; Zhu, S., Macromolecules 2011, 44, 6539-6545.
10. Costoyas, A.; Ramos, J.; Forcada, J., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 6201-6213.
11. Kim, J.-M.; Ahn, K.-D.; Wulff, G., Macromol. Chem. Phys. 2001, 202, 1105-1108.
12. Guo, Z.; Feng, Y.; Wang, Y.; Wang, J.; Wu, Y.; Zhang, Y., Chem. Commum. 2011, 47, 9348-9350.
13. Yan, Q.; Zhou, R.; Fu, C.; ZHang, H.; Yin, Y.; Yuan, J., Angew. Chem. Int. Ed. 2011, 50, 4923-4927.
14. Allen, M. H.; Hemp, S. T.; Smith, A. E.; Long, T. E., Macromolecules 2012, 45, 3669-3676.
15. Simmons, M. R.; Patrickios, C. S., Macromolecules 1998, 31, 9075-9077.
16. Simmons, M. R.; Patrickios, C. S., J. Polym. Sci. Part A: Polym. Chem. 1999, 37, 1501-1512.
17. Patrickios, C. S.; Simmons, M. R., Colloid Surf. A 2000, 167, 61-72.
18. Hadjikallis, G.; Hadjiyannakou, S. C.; Vamvakaki, M.; Patrickios, C. S., Polymer 2002, 43, 7269-7273.
19. Chiefari, J.; Chong, Y. K.; Ercole, F.; Krstina, J.; Jeffrey, 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. Moad, G.; Rizzardo, E.; Thang, S. H., Aust. J. Chem. 2005, 58, 379-410.
21. Moad, G.; Rizzardo, E.; Thang, S. H., Aust. J. Chem. 2006, 59, 669-692.
22. Moad, G.; Rizzardo, E.; Thang, S. H., Aust. J. Chem. 2009, 62, 1402-1472.
23. Lowe, A. B.; Torres, M.; Wang, R., J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 5864-5871.
24. Lowe, A. B.; McCormick, C. L., Prog. Polym. Sci. 2007, 32, 283-351.
25. Boyer, C.; Bulmus, V.; Davis, T. P.; Ladmiral, V.; Liu, J.; Perrier, S., Chem. Rev. 2009, 109, 5402-5436.
26. Li, H.; Yu, B.; Matsushima, H.; Hoyle, C. E.; Lowe, A. B., Macromolecules 2009, 42, 6537-6542.
27. Yu, B.; Lowe, A. B.; Ishihara, K., Biomacromolecules 2009, 10, 950-958.
28. Wang, R.; Lowe, A. B., J. Polym. Sci. Part A: Polym. Chem. 2007, 45, 2468-2483.
29. Vasilieva, Y. A.; Scales, C. W.; Thomas, D. B.; Ezell, R. G.; Lowe, A. B.; Ayres, N.; McCormick, C. L., J. Polym. Sci. Part A: Polym. Chem. 2005, 43, 3141-3152.
30. Lowe, A. B.; Wang, R., Polymer 2007, 48, 2221-2230.
31. Chan, J. W.; Yu, B.; Hoyle, C. E.; Lowe, A. B., Polymer 2009, 50, 3158-3168.
32. Treat, N. J.; Smith, D.; Teng, C.; Flores, J. D.; Abel, B. A.; York, A. W.; Huang, F.; McCormick, C. L., ACS Macro Lett. 2012, 1, 100-104.
33. Xu, J.; Tao, L.; Boyer, C.; Lowe, A. B.; Davis, T. P., Macromolecules 2010, 43, 20-24.
34. Hotchkiss, J. W.; Lowe, A. B.; Boyes, S. G., Chem. Mater. 2007, 19, 6-13.
35. Sumerlin, B. S.; Lowe, A. B.; Stroud, P. A.; Zhang, O.; Urban, M. W.; McCormick, C. L., Langmuir 2003, 19, 5559-5562.
36. Lowe, A. B.; Sumerlin, B. S.; Donovan, M. S.; McCormick, C. L., J. Am. Chem. Soc. 2002, 124, 11562-11563.
37. Harvison, M. A.; Lowe, A. B., Macromol. Rapid Commun. 2011, 32, 779-800.
38. Harvison, M. A.; Roth, P. J.; Davis, T. P.; Lowe, A. B., Aust. J. Chem. 2011, 64, 992-1006.
39. Roth, P. J.; Boyer, C.; Lowe, A. B.; Davis, T. P., Macromol. Rapid Commun. 2011, 32, 1123-1143.
40. Lowe, A. B.; Harvison, M. A., Aust. J. Chem. 2010, 63, 1251-1266.
41. Lowe, A. B., Polym. Chem. 2010, 1, 17-36.
42. Lowe, A. B.; Hoyle, C. E.; Bowman, C. N., J. Mater. Chem. 2010, 20, 4745-4750.
43. Hoyle, C. E.; Lowe, A. B.; Bowman, C. N., Chem. Soc. Rev. 2010, 39, 1355-1387.
44. Chua, G. B. H.; Roth, P. J.; Duong, H. T. T.; Davis, T. P.; Lowe, A. B., Macromolecules 2012, 45, 1362-1374.
45. Eberhardt, M.; Mruk, R.; Zentel, R.; Theato, P., Eur. Polym. J. 2005, 41, 1569-1575.
46. Jochum, F. D.; Theato, P., Macromolecules 2009, 42, 5941-5945.
47. Nilles, K.; Theato, P., J. Polym. Sci. Part A: Polym. Chem. 2010, 48, 3683-3692.
48. Pauly, A. C.; Theato, P., J. Polym. Sci. Part A: Polym. Chem. 2011, 49, 211-224.
49. Nilles, K.; Theato, P., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 1696-1705.
50. Rotzoll, R.; Vana, P., J. Polym. Sci. Part A: Polym. Chem. 2008, 46, 4032-4037.
51. Keddie, D. J.; Moad, G.; Rizzardo, E.; Thang, S. H., Macromolecules 2012, 45, 5321-5342.
52. Wang, R.; McCormick, C. L.; Lowe, A. B., Macromolecules 2005, 38, 9518-9525.
53. Xu, J.; He, J.; Fan, D.; Wang, X.; Yang, Y., Macromolecules 2006, 39, 8616-8624.
54. Zhou, Y.; He, J.; Li, C.; Hong, L.; Yang, Y., Macromolecules 2011, 44, 8446-8457.
55. Roth, P. J.; Kessler, D.; Zentel, R.; Theato, P., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 3118-3130.
56. Roth, P. J.; Jochum, F. D.; Zentel, R.; Theato, P., Biomacromolecules 2010, 11, 238-244.
57. Luo, S.; Cheng, R.; Meng, F.; Park, T. G.; Zhong, Z., J. Polym. Sci. Part A: Polym. Chem. 2011, 49, 3366-3373.
58. Pereira, F. S.; deAzevedo, E. R.; da Silva, E. F.; Bonagamba, T. J.; Agostini, D. L. d. S.; Magalhaes, A.; Job, A. E.; Gonzalez, E. R. P., Tetrahedron 2008, 64, 10097-10106.
59. Gabriel, G. J.; Madkout, A. E.; Dabkowski, J. M.; Nelson, C. F.; Nusslein, K.; Tew, G. N., Biomacromolecules 2008, 9, 2980-2983.
60. Budhathoki-Uprety, J.; Peng, L.; Melandr, C.; Novak, B. M., ACS Macro Letts. 2012, 1, 370-374.
61. Tezgel, A. O.; Telfer, J. C.; Tew, G. N., Biomacromolecules 2011, 12, 3078-3083.
62. Lowe, A. B.; Billingham, N. C.; Armes, S. P., Macromolecules 1998, 31, 5991-5998.
63. Sumerlin, B. S.; Lowe, A. B.; Thomas, D. B.; McCormick, C. L., Macromolecules 2003, 36, 5982-5987.
64. Sumerlin, B. S.; Lowe, A. B.; Thomas, D. B.; Convertine, A. J.; Donovan, M. S.; McCormick, C. L., J. Polym. Sci. Part A: Polym. Chem. 2004, 42, 1724-1734.
65. Convertine, A. J.; Lokitz, B. S.; Vasileva, Y.; Myrick, L. J.; Scales, C. W.; Lowe, A. B.; McCormick, C. L., Macromolecules 2006, 39, 1724-1730.
66. Mitsukami, Y.; Hashidzume, A.; Yusa, S.-i.; Morishima, Y.; Lowe, A. B.; McCormick, C. L., Polymer 2006, 47, 4333-4340.
67. Lowe, A. B.; Wang, R.; Venkataswarup, T.; Butko, P.; McCormick, C. L., Macromol. Chem. Phys. 2007, 208, 2339-2347.