Acid-labile, thermoresponsive (meth)acrylamide polymers with pendant cyclic acetal moieties

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 46, Issue 13, 2008, Pages 4332-4343

  Huang, Xiao Nan ^a   Du, Fu Sheng ^a   Zhang, Bo ^a   Zhao, Jing Yi ^a   Li, Zi Chen ^a  

^a PEKING UNIVERSITY   (China)

Author keywords

Acid labile; Cyclic acetal; pH sensitive; Radical polymerization; Salt effect; Stimuli sensitive polymers; Thermoresponsive; Water soluble polymers

Indexed keywords

ACRYLIC MONOMERS; AMIDES; CHEMICAL REACTIONS; CHEMICALS; HYDROGELS; MONOMERS; SOLUTIONS;

ACETAL GROUPS; ACRYLAMIDE (PAM); AQUEOUS SOLUTIONS; METHACRYLAMIDE (MAA); RADICAL POLYMERIZATIONS;

POLYMERS;

EID: 46349097961     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.22751     Document Type: Article

References (59)

1. Schmaljohann, D. Adv Drug Deliv Rev 2006, 58, 1655-1670.
2. Gil, E. S.; Hudson, S. A. Prog Polym Sci 2004, 29, 1173-1222.
3. Lu, Y.; Mei, Y.; Drechsler, M.; Ballauff, M. Angew Chem Int Ed Engl 2006, 45, 813-816.
4. Meyer, D. E.; Shin, B. C.; Kong, G. A.; Dewhirst, M. W.; Chilkoti, A. J Controlled Release 2001, 74, 213-224.
5. Zintchenko, A.; Ogris, M.; Wagner, E. Bioconjugate Chem 2006, 17, 766-772.
6. Carter, S.; Rimmer, S.; Rutkaite, R.; Swanson, L.; Fairclough, J. P. A.; Sturdy, A.; Webb, M. Biomacromolecules 2006, 7, 1124-1130.
7. Ohya, Y.; Toyohara, M.; Sasakawa, M.; Arimura, H.; Ouchi, T. Macromol Biosci 2005, 5, 273-276.
8. Tachibana, Y; Kurisawa, M.; Uyama, H.; Kakuchi, T.; Kobayashi, S.; Chem Commun 2003, 106-107.
9. Feil, H.; Bae, Y. H.; Feijen, J.; Kim, S. W. Macromolecules 1993, 26, 2496-2500.
10. Maeda, T.; Kanda, T.; Yonekura, Y.; Yamamoto, K.; Aoyagi, T. Biomacromolecules 2006, 7, 545-549.
11. Park, J. S.; Kataoka, K. Macromolecules 2007, 40, 3599-3609.
12. Sugihara, S.; Kanaoka, S.; Aoshima, S. Macromolecules 2004, 37, 1711-1719.
13. Xia, Y.; Burke, N. A. D.; Stover, H. D. H. Macromolecules 2006, 39, 2275-2283.
14. Schild, H. G.; Tirrell, D. A. J Phys Chem 1990, 94, 4352-4356.
15. Chung, J. E.; Yokoyama, M.; Suzuki, K.; Aoyagi, T.; Sakurai, Y.; Okano, T. Colloids Surf B 1997, 9, 37-48.
16. Duan, Q.; Miura, Y; Narumi, A.; Shen, X.; Sato, S.; Satoh, T.; Kakuchi, T. J Polym Svi Part A: Polym Chem 2006, 44, 1117-1124.
17. Freitag, R.; Garret-Flaudy, F. Langmuir 2002, 18, 3434-3440.
18. Neradovic, D.; Hinrichs, W. L. J.; Kettenes-van den Bosch, J. J.; Hennink, W. E. Macromol Rapid Commun 1999, 20, 577-581.
19. Neradovic, D.; van Nostrum, C. F.; Hennink, W. E. Macromolecules 2001, 34, 7589-7591.
20. Soga, O.; van Nostrum, C. F.; Fens, M.; Rijcken, C. J. F.; Schiffelers, R. M.; Storm, G.; Hennink, W. E. J Controlled Release 2005, 103, 341-353.
21. Cho, J. Y.; Sohn, Y. S.; Gutowska, A.; Jeong, B. Macromol Rapid Commun 2004, 25, 964-967.
22. Cui, Z. W.; Lee, B. H.; Vernon, B. L. Biomacromolecules 2007, 8, 1280-1286.
23. Huang, X. N.; Du, F. S.; Ju, R.; Li, Z. C. Macromol Rapid Commun 2007, 28, 597-603.
24. Hruby, M.; Kucka, J.; Lebeda, O.; Mackova, H.; Babic, M.; Konak, C.; Studenovsky, M.; Sikora, A.; Kozempel, J.; Ulbrich, K. J Controlled Release 2007, 119, 25-33.
25. Gillies, E. R.; Goodwin, A. P.; Frechet, J. M. J. Bioconjugate Chem 2004, 15, 1254-1263.
26. Srinivasachar, K.; Neville, D. M. Biochemistry 1989, 28, 2501-2509.
27. Jahde, E.; Glusenkamp, K. H.; Klunder, I.; Hulser, D. F.; Tietze, L. F.; Rajewsky, M. F. Cancer Res 1989, 49, 2965-2972.
28. Gillies, E. R.; Frechet, J. M. J. Bioconjugate Chem 2005, 16, 361-368.
29. Lee, S.; Yang, S. C.; Heffernan, M. J.; Taylor, W. R.; Murthy, N. Bioconjugate Chem 2007, 18, 4-7.
30. Kaihara, S.; Matsumura, S.; Fisher, J. P. Macromolecules 2007, 40, 7625-7632.
31. Tomlinson, R.; Heller, J.; Brocchini, S.; Duncan, R. Bioconjugate Chem 2003, 14, 1096-1106.
32. Deslongchamps, P.; Dory, Y. L.; Li, S. Tetrahedron 2000, 56, 3533-3537.
33. Stempel, G. H.; Cross, R. P; Mariella, R. P. J Am Chem Soc 1950, 72, 2299-2300.
34. Yamamoto, K.; Serizawa, T.; Akashi, M. Macromol Chem Phys 2003, 204, 1027-1033.
35. Song, S. C.; Lee, S. B.; Jin, J. I.; Sohn, Y. S. Macromolecules 1999, 32, 2188-2193.
36. Yin, X. C.; Stover, H. D. H. Macromolecules 2005, 38, 2109-2115.
37. Suwa, K.; Morishita, K.; Kishida, A.; Akashi, M. J Polym Sci Part A: Polym Chem 1997, 35, 3087-3094.
38. Seker, F.; Ellis, A. B. J Polym Sci Part A: Polym Chem 1998, 36, 2095-2102.
39. Fujishige, S.; Kubota, K; Ando, I. J Phys Chem 1989, 93, 3311-3313.
40. Tiktopulo, E. I.; Uversky, V. N.; Lushchik, V. B.; Kienin, S. I.; Bychkova, V. E.; Ptitsyn, O. B. Macromolecules 1995, 28, 7519-7524.
41. Ito, S. Kobunshi Ronbunshu 1989, 46, 437-443.
42. Djokpe, E.; Vogt, W. Macromol Chem Phys 2001, 202, 750-757.
43. Wilhelm, M.; Zhao, C. L.; Wang, Y. C.; Xu, R. L.; Winnik, M. A.; Mura, J. L.; Riess, G.; Croucher, M. D. Macromolecules 1991, 24, 1033-1040.
44. Cheng, H.; Shen, L.; Wu, C. Macromolecules 2006, 39, 2325-2329.
45. Ding, Y. W; Ye, X. D.; Zhang, G. Z. Macromolecules 2005, 38, 904-908.
46. Garret-Flaudy, F.; Freitag, R. J Polym Sci Part A: Polym Chem 2000, 38, 4218-4229.
47. Boutris, C.; Chatzi, E. G.; Kiparissides, C. Polymer 1997, 38, 2567-2570.
48. Kujawa, P.; Segui, F.; Shaban, S.; Diab, C.; Okada, Y.; Tanaka, F.; Winnik, F. M. Macromolecules 2006, 39, 341-348.
49. Haba, Y.; Kojima, C.; Harada, A.; Kono, K. Angew Chem Int Ed Engl 2007, 46, 234-237.
50. Fang, Y.; Qiang, J. C.; Hu, D. D.; Wang, M. Z.; Cui, Y. L. Colloid Polym Sci 2001, 279, 14-21.
51. Lee, S. B.; Song, S. C.; Jin, J. L; Sohn, Y. S. Macromolecules 1999, 32, 7820-7827.
52. Kunz, W.; Lo Nostro, P.; Ninham, B. W. Curr Opin Colloid Interface Sci 2004, 9, 1-18.
53. Suwa, K.; Yamamoto, K; Akashi, M.; Takano, K.; Tanaka, N.; Kunugi, S. Colloid Polym Sci 1998, 276, 529-533.
54. Mori, T.; Hamada, M.; Kobayashi, T.; Okamura, H.; Minagawa, K.; Masuda, S.; Tanaka, M. J Polym Sci Part A: Polym Chem 2005, 43, 4942-4952.
55. Zhang, Y. J.; Furyk, S.; Bergbreiter, D. E.; Cremer, P. S. J Am Chem Soc 2005, 127, 14505-14510.
56. Zhang, Y. J.; Cremer, P. S. Curr Opin Chem Biol 2006, 10, 658-663.
57. Jarvis, N. L.; Scheiman, M. A. J Phys Chem 1968, 72, 74-78.
58. Oh, S. H.; Ryoo, R.; Jhon, M. S. Macromolecules 1990, 23, 1671-1675.
59. Von Hippel, P. H.; Peticolas, V.; Schack, L.; Karlson, L. Biochemistry 1973, 12, 1256-1264.