New insights into poly(lactic- co -glycolic acid) microstructure: Using repeating sequence copolymers to decipher complex NMR and thermal behavior

Journal of the American Chemical Society

Volumn 132, Issue 31, 2010, Pages 10920-10934

  Stayshich, Ryan M ^a   Meyer, Tara Y ^a  

^a UNIVERSITY OF PITTSBURGH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ATACTIC; BIOMEDICAL APPLICATIONS; GLYCOLIC ACIDS; ISOTACTICS; NMR SPECTRUM; POLY(LACTIC-CO-GLYCOLIC ACID); REPEATING UNIT; SOLUTION CONFORMATIONS; STEREOCENTERS; STEREOSEQUENCE; SYNDIOTACTICS; TACTICITIES; THERMAL BEHAVIORS; THERMAL PROPERTIES;

ACIDS; COMPLEXATION; COPOLYMERIZATION; COPOLYMERS; DEUTERIUM; FUNCTIONAL POLYMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLASTIC PRODUCTS; RESONANCE; SIZE EXCLUSION CHROMATOGRAPHY; THERMODYNAMIC PROPERTIES;

POLYMERS;

CARBENE; COPOLYMER; GLYCOLIC ACID; LACTIC ACID; MONOMER; POLYGLACTIN; POLYMER; TETRAHYDROFURAN;

ARTICLE; BIOMEDICAL ENGINEERING; CARBON NUCLEAR MAGNETIC RESONANCE; CONFORMATION; CONTROLLED STUDY; CRYSTAL STRUCTURE; DIASTEREOISOMER; DIFFERENTIAL SCANNING CALORIMETRY; DIMERIZATION; GEL PERMEATION CHROMATOGRAPHY; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SEQUENCE ANALYSIS; SOLUTION AND SOLUBILITY; STEREOCHEMISTRY; SYNTHESIS; THERMAL ANALYSIS;

LACTIC ACID; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; POLYGLYCOLIC ACID; STEREOISOMERISM; TEMPERATURE;

EID: 77955407576     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja102670n     Document Type: Article

References (76)

1. Badi, N. and Lutz, J.-F. Chem. Soc. Rev. 2009, 38, 3383-3390
2. Thomas, C. M. Chem. Soc. Rev. 2010, 39, 165-173
3. Ueda, M. Prog. Polym. Sci. 1999, 24, 699-730
4. Datta, B. and Schuster, G. B. J. Am. Chem. Soc. 2008, 130, 2965-2973
5. Pfeifer, S. and Lutz, J.-F. J. Am. Chem. Soc. 2007, 129, 9542-9543
6. Pfeifer, S., Zarafshani, Z., Badi, N., and Lutz, J.-F. J. Am. Chem. Soc. 2009, 131, 9195-9197
7. van Hest, J. C. M. and Tirrell, D. A. Chem. Commun. 2001, 1897-1904
8. Baughman, T. W., Sworen, J. C., and Wagener, K. B. Macromolecules 2006, 39, 5028-5036
9. Ward, R. E. and Meyer, T. Y. Macromolecules 2003, 36, 4368-4373
10. Copenhafer, J. E., Walters, R. W., and Meyer, T. Y. Macromolecules 2008, 41, 31-35
11. Kramer, J. W., Treitler, D. S., Dunn, E. W., Castro, P. M., Roisnel, T., Thomas, C. M., and Coates, G. W. J. Am. Chem. Soc. 2009, 131, 16042-16044
12. Hill, D. J., Mio, M. J., Prince, R. B., Hughes, T. S., and Moore, J. S. Chem. Rev. 2001, 101, 3893-4012
13. Coates, G. W. Chem. Rev. 2000, 100, 1223-1252
14. Berthet, M.-A., Zarafshani, Z., Pfeifer, S., and Lutz, J.-F. Macromolecules 2009, 43, 44-50
15. Hadjichristidis, N., Pispas, S., and Floudas, G. Block Copolymers: Synthetic Strategies, Physical Properties, and Applications; Wiley-Interscience: Hoboken, NJ, 2002.
16. Synthetic Methods in Step-Growth Polymers; Rogers, M. E. and Long, T. E., Eds.; Wiley-Interscience: Hoboken, NJ, 2003.
17. Langer, R. Acc. Chem. Res. 2000, 33, 94-101
18. Anderson, J. M. and Shive, M. S. Adv. Drug Delivery Rev. 1997, 28, 5-24
19. Athanasiou, K. A., Niederauer, G. G., and Agrawal, C. M. Biomaterials 1996, 17, 93-102
20. Hutmacher, D. W. Biomaterials 2000, 21, 2529-2543
21. Lunt, J. Polym. Degrad. Stab. 1998, 59, 145-152
22. Shoichet, M. S. Macromolecules 2010, 43, 581-591
23. Williams, D. F. Biomaterials 2009, 30, 5897-5909
24. Matthew, H. W. T. Polymeric Biomaterials, 2nd ed.; Marcel Dekker Inc.: New York, 2002; pp 167 - 186.
25. Seal, B. L., Otero, T. C., and Panitch, A. Mater. Sci. Eng., R 2001, R34, 147-230
26. Dechy-Cabaret, O., Martin-Vaca, B., and Bourissou, D. Chem. Rev. 2004, 104, 6147-6176
27. Dove, A. P. Chem. Commun. 2008, 6446-6470
28. Stanford, M. J. and Dove, A. P. Chem. Soc. Rev. 2010, 39, 486-494
29. Ovitt, T. M. and Coates, G. W. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 4686-4692
30. Ovitt, T. M. and Coates, G. W. J. Am. Chem. Soc. 1999, 121, 4072-4073
31. Ovitt, T. M. and Coates, G. W. J. Am. Chem. Soc. 2002, 124, 1316-1326
32. Chisholm, M. H., Delbridge, E. E., and Gallucci, J. C. New J. Chem. 2004, 28, 145-152
33. Kasperczyk, J. and Bero, M. Polymer 2000, 41, 391-395
34. Bero, M., Dobrzynski, P., and Kasperczyk, J. Polym. Bull. (Berlin) 1999, 42, 131-139
35. Choi, S. H. and Park, T. G. J. Biomat. Sci.-Polym. E. 2002, 13, 1163-1173
36. Dobrzynski, P., Kasperczyk, J., Janeczek, H., and Bero, M. Polymer 2002, 43, 2595-2601
37. Dong, C. M., Qiu, K. Y., Gu, Z. W., and Feng, X. D. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 4179-4184
38. Dong, C. M. Q., K. Y., Gu, Z. W., and Feng, X. D. J. Polym. Sci., Part A: Polym. Chem. 2001, 39, 357-367
39. Grijpma, D. W., Nijenhuis, A. J., and Pennings, A. J. Polymer 1990, 31, 2201-2206
40. Kricheldorf, H. R. and Kreiser, I. Makromol. Chem. 1987, 188, 1861-1873
41. Zell, M. T., Padden, B. E., Paterick, A. J., Thakur, K. A. M., Kean, R. T., Hillmyer, M. A., and Munson, E. J. Macromolecules 2002, 35, 7700-7707
42. Thakur, K. A. M., Kean, R. T., Hall, E. S., Kolstad, J. J., and Munson, E. J. Macromolecules 1998, 31, 1487-1494
43. Thakur, K. A. M., Kean, R. T., Hall, E. S., Kolstad, J. J., Lindgren, T. A., Doscotch, M. A., Siepmann, J. I., and Munson, E. J. Macromolecules 1997, 30, 2422-2428
44. Thakur, K. A. M., Kean, R. T., Hall, E. S., Doscotch, M. A., and Munson, E. J. Anal. Chem. 1997, 69, 4303-4309
45. Kasperczyk, J. Macromol. Symp. 2001, 175, 19-31
46. Kasperczyk, J. E. Polymer 1999, 40, 5455-5458
47. Bero, M., Kasperczyk, J., and Jedlinski, Z. J. Makromol. Chem. 1990, 191, 2287-2296
48. Kricheldorf, H. R., Boettcher, C., and Tonnes, K. U. Polymer 1992, 33, 2817-2824
49. Chabot, F., Vert, M., Chapelle, S., and Granger, P. Polymer 1983, 24, 53-59
50. Zhang, L., Nederberg, F., Messman, J. M., Pratt, R. C., Hedrick, J. L., and Wade, C. G. J. Am. Chem. Soc. 2007, 129, 12610-12611
51. Spassky, N., Wisniewski, M., Pluta, C., and LeBorgne, A. Macromol. Chem. Phys. 1996, 197, 2627-2637
52. Lillie, E. and Schulz, R. C. Makromol. Chem. 1975, 176, 1901-1906
53. Espartero, J. L., Rashkov, I., Li, S. M., Manolova, N., and Vert, M. Macromolecules 1996, 29, 3535-3539
54. Kasperczyk, J. and Bero, M. Makromol. Chem. 1993, 194, 913-925
55. Dobrzynski, P., Kasperczyk, J., Janeczek, H., and Bero, M. Macromolecules 2001, 34, 5090-5098
56. Gao, Q. W., Lan, P., Shao, H. L., and Hu, X. C. Polym. J. 2002, 34, 786-793
57. Kasperczyk, J. Polymer 1996, 37, 201-203
58. Kister, G., Cassanas, G., and Vert, M. Polymer 1998, 39, 3335-3340
59. Stayshich, R. M. and Meyer, T. Y. J. Polym. Sci., Part A: Polym. Chem. 2008, 46, 4704-4711
60. Moore, J. S. and Stupp, S. I. Macromolecules 1990, 23, 65-70
61. Akutsu, F., Inoki, M., Uei, H., Sueyoshi, M., Kasashima, Y., Naruchi, K., Yamaguchi, Y., and Sunahara, M. Polym. J. (Tokyo) 1998, 30, 421-423
62. Kang, S., Zhang, G., Aou, K., Hsu, S. L., Stidham, H. D., and Yang, X. J. Chem. Phys. 2003, 118, 3430-3436
63. Penco, M., Donetti, R., Mendichi, R., and Ferruti, P. Macromol. Chem. Phys. 1998, 199, 1737-1745
64. Bovey, F. A. and Mirau, P. A. Acc. Chem. Res. 1988, 21, 37-43
65. Agarwal, S., Naumann, N., and Xie, X. Macromolecules 2002, 35, 7713-7717
66. Huijser, S., Staal, B. B. P., Huang, J., Duchateau, R., and Koning, C. E. Angew. Chem., Int. Ed. 2006, 45, 4104-4108
67. Huijser, S., Staal, B. B. P., Huang, J., Duchateau, R., and Koning, C. E. Biomacromolecules 2006, 7, 2465-2469
68. Nederberg, F., Connor, E. F., Glausser, T., and Hedrick, J. L. Chem. Commun. 2001, 2066-2067
69. Takizawa, K., Nulwala, H., Hu, J., Yoshinaga, K., and Hawker, C. J. J. Polym. Sci., Part A: Polym. Chem. 2008, 46, 5977-5990
70. Takizawa, K., Tang, C. B., and Hawker, C. J. J. Am. Chem. Soc. 2008, 130, 1718-1726
71. Park, P. I. P. and Jonnalagadda, S. J. Appl. Polym. Sci. 2006, 100, 1983-1987
72. Chisholm, M. H., Iyer, S. S., Matison, M. E., McCollum, D. G., and Pagel, M. Chem. Commun. 1997, 1999-2000
73. Deechongkit, S., Dawson, P. E., and Kelly, J. W. J. Am. Chem. Soc. 2004, 126, 16762-16771
74. Gallo, E. A. and Gellman, S. H. J. Am. Chem. Soc. 1993, 115, 9774-9788
75. Bovey, F. A. Acc. Chem. Res. 1968, 1, 175-85
76. Flory, P. J. and Fujiwara, Y. Macromolecules 1969, 2, 327-335