N,N -diallylglycidylamine: A key monomer for amino-functional poly(ethylene glycol) architectures

Macromolecules

Volumn 45, Issue 11, 2012, Pages 4581-4589

  Reuss, Valerie S ^a   Obermeier, Boris ^a   Dingels, Carsten ^a   Frey, Holger ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ANHYDRIDES; ACIDIC HYDROLYSIS; ALLYL AMINE; ANIONIC RING OPENING POLYMERIZATION; BLOCK STRUCTURES; COPOLYMER STRUCTURE; COUNTERIONS; DERIVATIZATIONS; DOUBLE-BOND ISOMERIZATION; ENAMINES; EPICHLOROHYDRIN; MODEL REACTIONS; NMR MEASUREMENTS; PRIMARY AMINES; PROTECTIVE GROUP; QUANTITATIVE REMOVAL; RANDOM COPOLYMERIZATION; SEQUENCE ANALYSIS; THERMAL BEHAVIORS; TIME-RESOLVED; WILKINSON'S CATALYST;

BLOCK COPOLYMERS; COPOLYMERIZATION; ETHERS; ISOMERIZATION; ISOMERS; MONOMERS; POLYETHYLENE OXIDES;

POLYETHYLENE GLYCOLS;

EID: 84862208866     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma300292m     Document Type: Article

References (69)

1. Feng, C.; Lu, C.; Chen, Z.; Dong, N.; Shi, J.; Yang, G. J. Heterocycl. Chem. 2010, 47, 671-676
2. Gravert, D. J.; Janda, K. D. Chem. Rev. 1997, 97, 489-510
3. Huang, Y.; Lu, C.; Chen, Z.; Yang, G. J. Heterocycl. Chem. 2007, 44, 1421-1424
4. Osburn, P. L.; Bergbreiter, D. E. Prog. Polym. Sci. 2001, 26, 2015-2081
5. Porcheddu, A.; Ruda, G. F.; Sega, A.; Taddei, M. Eur. J. Org. Chem. 2003, 2003, 907-912
6. Rao, Z.; Peng, H.; Yang, G.; Chen, Z. Comb. Chem. High Throughput Screening 2006, 9, 743-746
7. Toy, P. H.; Janda, K. D. Acc. Chem. Res. 2000, 33, 546-554
8. Xiang, F.-Y.; Lu, C.-F.; Yang, G.-C.; Chen, Z.-X. Chin. J. Chem. 2008, 26, 543-546
9. Yan, X.; Yu, J.; Ye, R.; Chen, Z.; Yang, G. Lett. Org. Chem. 2007, 4, 239-241
10. Yang, G.; Chen, Z.; Zhang, H. Green Chem. 2003, 5, 441-442
11. Yang, G.-C.; Chen, Z.-X.; Zhang, Z.-J. React. Funct. Polym. 2002, 51, 1-6
12. Zhang, H.; Yang, G.; Chen, J.; Chen, Z. Synthesis 2004, 3055-3059
13. Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325-3344
14. Grinberg, S.; Kasyanov, V.; Srinivas, B. React. Funct. Polym. 1997, 34, 53-63
15. Terashima, T.; Ouchi, M.; Ando, T.; Sawamoto, M. Polym. J. 2011, 43, 770-777
16. Xiang, F.; Zhang, S.; Lu, C.; Chen, Z.; Yang, G. Synth. Commun. 2008, 38, 953-960
17. Fuertges, F.; Abuchowski, A. J. Controlled Release 1990, 11, 139-148
18. Pasut, G.; Veronese, F. M. Adv. Drug Delivery Rev. 2009, 61, 1177-1188
19. Levy, Y.; Hershfield, M. S.; Fernandez-Mejia, C.; Polmar, S. H.; Scudiery, D.; Berger, M.; Sorensen, R. U. J. Pediatr. 1988, 113, 312-317
20. Graham, M. L. Adv. Drug Delivery Rev. 2003, 55, 1293-1302
21. Kinstler, O.; Molineux, G.; Treuheit, M.; Ladd, D.; Gegg, C. Adv. Drug Delivery Rev. 2002, 54, 477-485
22. Rajender Reddy, K.; Modi, M. W.; Pedder, S. Adv. Drug Delivery Rev. 2002, 54, 571-586
23. Wang, Y.-S.; Youngster, S.; Grace, M.; Bausch, J.; Bordens, R.; Wyss, D. F. Adv. Drug Delivery Rev. 2002, 54, 547-570
24. Knop, K.; Hoogenboom, R.; Fischer, D.; Schubert, U. S. Angew. Chem., Int. Ed. 2010, 49, 6288-6308
25. Li, Z.; Chau, Y. Bioconjugate Chem. 2009, 20, 780-789
26. Zhou, P.; Li, Z.; Chau, Y. Eur. J. Pharm. Sci. 2010, 41, 464-472
27. Hrubý , M.; Koňák, Č.; Ulbrich, K. J. Appl. Polym. Sci. 2005, 95, 201-211
28. Hrubý , M.; Koňák, Č.; Ulbrich, K. J. Controlled Release 2005, 103, 137-148
29. Vetvicka, D.; Hruby, M.; Hovorka, O.; Etrych, T.; Vetrik, M.; Kovar, L.; Kovar, M.; Ulbrich, K.; Rihova, B. Bioconjugate Chem. 2009, 20, 2090-2097
30. Koyama, Y.; Yamashita, M.; Iida-Tanaka, N.; Ito, T. Biomacromolecules 2006, 7, 1274-1279
31. Sakae, M.; Ito, T.; Yoshihara, C.; Iida-Tanaka, N.; Yanagie, H.; Eriguchi, M.; Koyama, Y. Biomed. Pharmacother. 2008, 62, 448-453
32. Yoshihara, C.; Shew, C.-Y.; Ito, T.; Koyama, Y. Biophys. J. 2010, 98, 1257-1266
33. Mangold, C.; Wurm, F.; Obermeier, B.; Frey, H. Macromolecules 2010, 43, 8511-8518
34. Obermeier, B.; Wurm, F.; Mangold, C.; Frey, H. Angew. Chem., Int. Ed. 2011, 50, 7988-7997
35. Taton, D.; Le Borgne, A.; Sepulchre, M.; Spassky, N. Macromol. Chem. Phys. 1994, 195, 139-148
36. Ringsdorf, H. J. Polym. Sci., Polym. Symp. 1975, 51, 135-153
37. Koyama, Y.; Umehara, M.; Mizuno, A.; Itaba, M.; Yasukouchi, T.; Natsume, K.; Suginaka, A.; Watanabe, K. Bioconjugate Chem. 1996, 7, 298-301
38. Obermeier, B.; Frey, H. Bioconjugate Chem. 2011, 22, 436-444
39. Gervais, M.; Brocas, A.-L.; Cendejas, G.; Deffieux, A.; Carlotti, S. Macromolecules 2010, 43, 1778-1784
40. Meyer, J.; Keul, H.; Möller, M. Macromolecules 2011, 44, 4082-4091
41. Obermeier, B.; Wurm, F.; Frey, H. Macromolecules 2010, 43, 2244-2251
42. Failla, L.; Massaroli, G.; Scuri, R.; Signorelli, G. Farmaco Sci. 1964, 19, 269-285
43. Hans, M.; Keul, H.; Möller, M. Polymer 2009, 50, 1103-1108
44. Escoubet, S.; Gastaldi, S.; Bertrand, M. Eur. J. Org. Chem. 2005, 2005, 3855-3873
45. Price, C. C.; Snyder, W. E. Tetrahedron Lett. 1962, 3, 69-73
46. Musorin, G. K. Russ. J. Org. Chem. 2003, 39, 915-918
47. Lee, B. F.; Kade, M. J.; Chute, J. A.; Gupta, N.; Campos, L. M.; Fredrickson, G. H.; Kramer, E. J.; Lynd, N. A.; Hawker, C. J. J. Polym. Sci., Part A: Polym. Chem. 2011, 49, 4498-4504
48. Hamaide, T.; Goux, A.; Llauro, M.-F.; Spitz, R.; Guyot, A. Angew. Makromol. Chem. 1996, 237, 55-77
49. Heatley, F.; Yu, G.; Booth, C.; Blease, T. G. Eur. Polym. J. 1991, 27, 573-579
50. Rejsek, V.; Sauvanier, D.; Billouard, C.; Desbois, P.; Deffieux, A.; Carlotti, S. Macromolecules 2007, 40, 6510-6514
51. Saeki, S.; Kuwahara, N.; Nakata, M.; Kaneko, M. Polymer 1976, 17, 685-689
52. Kjellander, R.; Florin, E. J. Chem. Soc., Faraday Trans. 1 1981, 77, 2053-2077
53. Mangold, C.; Obermeier, B.; Wurm, F.; Frey, H. Macromol. Rapid Commun. 2011, 32, 1930-1934
54. Louai, A.; Sarazin, D.; Pollet, G.; François, J.; Moreaux, F. Polymer 1991, 32, 703-712
55. Persson, J.; Johansson, H.-O.; Tjerneld, F. Ind. Eng. Chem. Res. 2000, 39, 2788-2796
56. Kurzbach, D.; Reh, M. N.; Hinderberger, D. ChemPhysChem 2011, 12, 3566-3572
57. Dworak, A.; Trzebicka, B.; Walach, W.; Utrata, A.; Tsvetanov, C. Macromol. Symp. 2004, 210, 419-426
58. Halacheva, S.; Rangelov, S.; Tsvetanov, C. Macromolecules 2006, 39, 6845-6852
59. Dilip, M.; Griffin, S. T.; Spear, S. K.; Rodríguez, H.; Rijksen, C.; Rogers, R. D. Ind. Eng. Chem. Res. 2010, 49, 2371-2379
60. Dormidontova, E. E. Macromolecules 2004, 37, 7747-7761
61. Bailey, F. E.; Callard, R. W. J. Appl. Polym. Sci. 1959, 1, 56-62
62. Yan, J.; Ye, Z.; Chen, M.; Liu, Z.; Xiao, Y.; Zhang, Y.; Zhou, Y.; Tan, W.; Lang, M. Biomacromolecules 2011, 12, 2562-2572
63. Brandrup, J.; Immergut, E. H.; Grulke, E. A. Polymer Handbook, 4 th ed.; Wiley-Interscience: New York, 1999; p VI-253.
64. Krompiec, S.; Krompiec, M.; Penczek, R.; Ignasiak, H. Coord. Chem. Rev. 2008, 252, 1819-1841
65. Schwetlick, K. In Organikum, 21 st ed.; Wiley-VCH: Weinheim, 2001; p 695.
66. Dingels, C.; Schömer, M.; Frey, H. Chem. Unserer Zeit 2011, 45, 338-349
67. Chen, H.; Jia, Z.; Yan, D.; Zhu, X. Macromol. Chem. Phys. 2007, 208, 1637-1645
68. Jia, Z.; Chen, H.; Zhu, X.; Yan, D. J. Am. Chem. Soc. 2006, 128, 8144-8145
69. Zhou, Y.; Yan, D.; Dong, W.; Tian, Y. J. Phys. Chem. B 2007, 111, 1262-1270