Tailor-made poly(methyl acrylate) bearing amantadine functionality (Amino damantyl) via atom transfer radical polymerization (ATRP). A precursor of a supramolecular cross-linked polymer

Macromolecules

Volumn 42, Issue 15, 2009, Pages 5499-5508

  Amalin Kavitha, A ^a   Singha, Nikhil K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ADAMANTYL GROUPS; AMANTADINE; AMINE GROUPS; CROSS-LINKED POLYMERS; EPOXY GROUP; FIELD EMISSION SCANNING ELECTRON MICROSCOPY; GEL-PERMEATION-CHROMATOGRAPHY; MALDI TOF MS; MATRIX ASSISTED LASER DESORPTION IONIZATION; METHYL ACRYLATES; POLY(GLYCIDYL METHACRYLATE); POLY(METHYL ACRYLATE); POROUS NETWORK STRUCTURES; TIME OF FLIGHT MASS SPECTROMETRY;

ACRYLIC MONOMERS; AMINATION; AMINES; ATOMS; BEARINGS (STRUCTURAL); CHROMATOGRAPHIC ANALYSIS; DESORPTION; DIFFERENTIAL SCANNING CALORIMETRY; FREE RADICAL REACTIONS; FUNCTIONAL GROUPS; FUNCTIONAL POLYMERS; GELATION; HOMOPOLYMERIZATION; HYDROGEN; MASS SPECTROMETERS; MASS SPECTROMETRY; POLYACRYLATES; POLYMERS; SCANNING; SCANNING ELECTRON MICROSCOPY;

ATOM TRANSFER RADICAL POLYMERIZATION;

EID: 68549135365     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma900225g     Document Type: Article

References (51)

1. (a) Bednarek, M.; Biedron, T.; Kubisa, P. Macromol. Rapid Commun. 1999, 20, 59-65.
2. (b) Matyjaszewski, K.; Wang, J. S. Macromolecules 1995, 28, 7901-7010.
3. Shipp, D. A.; Wang, J. L.; Matyjaszewski, K. Macromolecules 1998, 31, 8005-8008.
4. Grimaud, T.; Matyjaszewski, K. Macromolecules 1997, 30, 2216-2218.
5. Kato, M.; Kamigaito, M.; Sawamato, M.; Higashimura, T. Macromolecules 1995, 28, 1721-1723.
6. Ando, T.; Kamigaito, M.; Sawamato, M. Macromolecules 1998, 31, 6708-6711.
7. Zhang, X.; Matyjaszewski, K. Macromolecules 1999, 32, 7349-7353.
8. (a) Sadhu, V. B.; Pionteck, J.; Voigt, D.; Komber, H.; Fischer, D.; Voit, B. Macromol. Chem. Phys. 2004, 205, 2356-2365.
9. (b) Brzezinska, K R.; Deming, T. J. Macromol. Biosci. 2004, 4, 566-569.
10. Beyou, E.; Jarroux, N.; Zydowicz, N.; Chaumont, P. Macromol. Chem. Phys. 2001, 202, 974-979.
11. Greenberg, A.; Breneman, C. M.; Liebman, J. F. The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry, and Materials Science; Wiley: New York, 2000.
12. Jasys, J. V.; Lombardo, F.; Appleton, T. A.; Bordner, J.; Ziliox, M.; Volkmann, R. A. J. Am. Chem. Soc. 2000, 122,466-473.
13. Elliot, J. J. Am. Med. Assoc. 1979, 242, 2383.
14. Kelly, J. M.; Quack, G.; Miles, M. M. Antimicrobiol. Agents Chemother. 2001, 45, 1360-1366.
15. Hagan, J. J.; Middlemiss, D. N.; Sharpe, P. C; Poste, G. H. Trends Pharmacol. Sei. 1997, 18,156-163.
16. Davies, W. L.; Grunert, R. R.; Haff, R. F.; McGahen, J. W.; Neumayer, E. M.; Paulshock, M.; Watts, J. C; Wood, T. R.; Hermann, E. C; Hoffmann, C. E. Science 1964, 144, 862-863.
17. Hoffmann, C. E. Amantadine HCl and Related Compounds. In Selective Inhibitors of Viral Functions; Carter, W. A., Ed.; CRC Press: Cleveland, OH, 1973; pp 199-211.
18. Grunnert, R. R.; McGahen, J. W.; Davies, W. L. Virology 1965, 26, 262-269.
19. Dolin, R.; Reichman, R. C; Madore, H. P.; Maynard, R.; Lindon, P. M.; Jones, J. A. W. N Engl. J. Med. 1982, 307, 580-584.
20. Couch, R. B.; Jackson, G. G. J. Infect. Dis. 1976, 134, 516-527.
21. Bryson, Y. J.; Monahan, C; Pollack, M.; Shields, W. D. A. J. Infect. Dis. 1980, 141, 543-547.
22. (a) Gao, Y.; Katsuraya, K.; Kaneko, Y.; Mimura, T.; Nakashima, H.; Uryu, T. Macromolecules 1999, 32, 8319-8324.
23. (b) Dhal, P. K.; Farley, S. R. H.; Mandeville, W. H.; Neenan, T. X. Polymer Drugs in Encyclopedia of Polymer Science and Technology, 3rd Ed.; Wiley, New York, 2002; pp 555-580.
24. Yoshida, T.; Akasaka, T.; Choi, Y.; Hattori, K.; Yu, B.; Mimura, T.; Kaneko, Y.; Nakashima, H.; Aragaki, E.; Premanathan, M.; Yamamoto, N.; Uryu, T. J. Polym. Sci., Part A: Polym. Chem. 1999, 37, 789-800.
25. Matsumoto, A.; Tanaka, S.; Otsu, T. Macromolecules 1991, 24, 4017-4024. (23) (a) Burns, W.; Grant, D.; McKervey, M. A.; Step, G. J. Chem. Soc, Perkin Trans. 1976, 1,234-238.
26. (b) Ishizone, T; Tajima, H.; Torimae, H.; Nakahama, S. Macromol. Chem. Phys. 2002, 203, 2375-2384.
27. (c) Acar, H. Y; Jensen, J. J.; Thigpen, K.; McGowen, J. A.; Mathias, L. J. Macromolecules 2000, 33, 3855-3859.
28. Kavitha, A. A.; Singha, N. K. J. Polym. Sei., Part A: Polym. Chem. 2008, 46,7101-7113.
29. (a) Weiss, J. F.; Tollin, G.; Yoke, J. T.III. Inorg. Chem. 1964, 3, 1344-1348.1964,3,1210- 1216
30. (b) Simon, A.; Hamann, H.; Arnold, F. Rev. Chim. Acad. Rep. Populaire, Roumaine 1962, 7, 531.
31. Dong, H.; Matyjaszewski, K. Macromolecules2008,41, 6868-6870.
32. (a) Braunecker, W. A.; Pintauer, T.; Tsarevsky, N. V.; Kickelbick, G.; Matyjaszewski, K. J. Organomet. Chem. 2005, 690, 916-924.
33. Lad, J.; Harrisson, S.; Mantovani, G.; Haddleton, D. M. Dalton Trans 2003, 4175-4180.
34. Mittal, A.; Sivaram, S.; Baskaran, D. Macromolecules 2006, 39, 5555-5558.
35. Desiraju, G. R.; Steiner, T. The Weak Hydrogen Bond in Structural Chemistry and Biology; Oxford university press: New York 2001,p 1.
36. Hoogenboom, R.; Schubert, U. S. Chem. Soc. Rev. 2006, 35, 622-629.
37. (a) Fang, J.; Kita, H.; Okamoto, K. J. Membr. Sei. 2001, 182, 245-256.
38. (b) Wang, Y; Hirakawa, S.; Wang, H.; Tanaka, K.; Kita, H.; Okamotoa, K. J. Membr. Sci. 2002, 199, 13-27.
39. Raman, V. L; Palmese, G. R. Colloids Surf. A 2004, 241, 119-125.
40. (a) Raman, V. L; Palmese, G. R. Macromolecules 2005, 38, 6923-6930.
41. (b) Buist, G. J.; Barton, J. M.; Howlin, B. J.; Jones, J. R.; Parker, M. J. J. Mater. Chem. 1996, 6, 911-915.
42. (c) Sauvant, V; Halary, J. L. Compos. Sei. Technol. 2002, 62, 481-486.
43. (a) Lee, K. J.; Kim, Y. W.; Koh, J. H.; Kim, J. H. J. Polym. Sci., Part B: Polym. Phys. 2007, 45, 3181-3188.
44. (b) Yang, J.; Huang, K; Pu, Z.; Gong, Y; Li, H.; Hu, C. J. Mole. Structr. 2006, 789, 162-168.
45. Noto, D. V.; Longo, D.; Munchow, V. J. Phys. Chem. B 1999, 103, 2636-2646.
46. Raman, V. I.; Palmese, G. R. Langmuir 2005, 21,1539-1546.
47. Mijovic, J.; Fishbain, A.; Wijayat, J. Macromolecules 1992, 25, 979-985.
48. Singh, D.; Srivastava, S. K.; Ojha, A. J.; Asthana, B. P.; Singh, R. K. J. Mol. Struct. Theochem 2007, 819, 88-94.
49. Mark, H. F. In Encyclopedia of Polymer Science and Technology; Mark, H. F., Ed.; John Wiley & Sons: New York, 2004; Vol. 9, p 768.
50. (a) Folmer, B. J. B.; Sijbesma, R. P.; Versteegen, R. M.; Rijt, J. A. J. v.; Meijer, E. W. Adv. Mater. 2000, 12, 874-878.
51. (b) Scherman, O. A.; Ligthart, G. B. W L.; Ohkawa, H.; Sijbesma, R. P.; Meijer, E. W Proc Natl. Acad. Sei. U.S.A. 2006, 103, 11850-11855.