Abstract
High-molecular-weight poly(L-lactic acid-co-glycolic acid) (PLGA) was prepared through melt polymerization from glycolic acid (GA) and L-lactic acid (L-LA) and then characterized. High resolution 1H and 13C NMR were performed for microstructure analysis of polymer. The solubility in chloroform, compositions, and sequence lengths of PLGA suggest higher reactivity of GA compared with L-LA and shortening GA blocks with reaction time. The racemization of L-LA blocks and transesterification in PLGA are enhanced by increase of GA fractions. PLGA (90/10) samples show crystallization of relatively long L-LA sequences in copolymer chains and the absence of the crystallization of GA blocks. All these results demonstrate the influence of racemization and transesterification on the microstructure of PLGA.
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D. W. Grijpma, G. J. Zondervan, and A. J. Pennings, Polym. Bull., 25, 327 (1991).
D. W. Grijpma and A. J. Pennings, Polym. Bull., 25, 335 (1991).
G. Chen, T. Ushida, and T. Tateishi, Biomaterials, 22, 2563 (2001).
M. Dunne, O. I. Corrigan, and Z. Ramtoola, Biomaterials, 21, 1659 (2000).
W. H. Carothers, G. L. Dorough, and F. J. Van Na, J. Am. Chem. Soc., 54, 761 (1932).
H. R. Kricheldorf and I. Kreiser, Makromol. Chem., 188, 1861 (1987).
J. Kasperczyk, Polymer, 37, 201 (1996).
D. W. Grijpma, A. J. Nijenhuis, and A. J. Pennings, Polymer, 31, 2201 (1990).
S. M. F. Farnia, J. Mohammadi-Rovshandeh, and M. N. Sarabolouki, J. Appl. Polym. Sci., 73, 633 (1999).
D. D. Hile and M. V. Pishko, Makromol. Rapid Commun., 20, 511 (1999).
D. D. Hile and M. V. Pishko, J. Polym. Sci., Part A: Polym. Chem., 39, 562 (2001).
D. Cohn, H. Younes, and G. Marom, Polymer, 28, 2018 (1987).
D. K. Gilding and A. M. Reed, Polymer, 20, 1459 (1979).
D. K. Gilding and A. M. Reed, Polymer, 22, 494 (1981).
H. Fukuzaki, M. Yoshida, M. Asano, Y. Aiba, and M. Kumakura, Eur. Polym. J., 26, 457 (1990).
N. Wang, X. S. Wu, H. Lujian-Upton, E. Donahue, and A. Siddiqui, Polym. Mater. Sci. Eng., 76, 373 (1997).
J. L. Espartero, I. Rashkov, S. M. Li, N. Manolova, and M. Vert, Macromolecules, 29, 3535 (1996).
H. Fukuzaki, M. Yoshida, M. Asano, and Y. Aiba, Eur. Polym. J., 24, 1029 (1988).
K. Imasaka, T. Nagai, M. Yoshida, H. Fukuzaki, M. Asano, and M. Kumakura, Eur. Polym. J., 26, 831 (1990).
K. Imasaka and T. Nagai, Makromol. Chem., 191, 2077 (1990).
H. Fukuzaki, M. Yoshida, M. Asano, and M. Kumakura, Eur. Polym. J., 25, 1019 (1989).
M. Ajioka, K. Enomoto, K. Suzuki, and A. Yamaguchi, Bull. Chem. Soc. Jpn., 68, 2125 (1995).
M. Ajioka, K. Suizu, C. Higuchi, and T. Kashima, Polym. Degrad. Stab., 59, 137 (1998).
S. I. Moon, C. W. Lee, M. Miyamoto, and Y. Kimura, J. Polym. Sci., Part A: Polym. Chem., 38, 1673 (2000).
S. I. Moon, C. W. Lee, I. Taniguchi, M. Miyamoto, and Y. Kimura, Polymer, 42, 5059 (2001).
K. Takahashi, I. Taniguchi, M. Miyamoto, and Y. Kimura, Polymer, 41, 8725 (2000).
Von R. C. Schukz and J. Schaab, Makromol. Chem., 87, 90 (1965).
T. Miyata and T. Masuko, Polymer, 39, 5515 (1998).
E. J. Choi, J. K. Park, and H. N. Chang, J. Polym. Sci., Part B: Polym. Phys., 32, 2481 (1994).
A. Schindler and D. Harper, J. Polym. Sci., Polym. Lett. Ed., 14, 72 (1976).
J. Kasperczyk and M. Bero, Makromol. Chem., 194, 913 (1993).
M. Bero, J. Kasperczyk, and G. Adamus, Makromol. Chem., 194, 907 (1993).
J. Kasperczyk and M. Bero, Makromol. Chem., 192, 1777 (1991).
M. Bero, J. Kasperczyk, and Z. J. Jedlinski, Makromol. Chem., 191, 2287 (1990).
P. Vanhoorne, Ph. Dubois, R. Jerome, and P. Teyssie, Macromolecules, 25, 37 (1992).
E. Lillie and R. C. Schulf, Makromol. Chem., 176, 1901 (1975).
Z. Jedlinski and W. Walach, Makromol. Chem., 192, 2051 (1991).
N. Spassky, M. Wisniewski, C. Pluta, and A. L. Borgne, Macromol. Chem. Phys., 197, 2627 (1996).
J. Coudane, C. U. Peyret, G. Schwach, and M. Vert, J. Polym. Sci., Part A: Polym. Chem., 35, 1651 (1997).
F. Chabot, M. Vert, S. Chapelle, and P. Granger, Polymer, 24, 53 (1983).
K. A. M. Thakur, P. T. Kean, E. S. Hall, J. J. Kolstad, T. A. Lindgren, M. A. Doscotch, J. I. Siepmann, and E. J. Munson, Macromolecules, 30, 2422 (1997).
E. W. Fischer, H. J. Sterzel, and G. Wegner, Kolloid-Z. u. Z. Polymere, 251, 980 (1973).
H. R. Kricheldorf, C. Boettcher, and K. U. Tonnes, Polymer, 33, 2817 (1992).
D. Brizzolara and H.-J. Cantow, Macromolecules, 29, 191 (1996).
W. Hoogsteen, A. R. Postema, A. J. Pennings, G. Ten Brinke, and P. Zugenmaier, Macromolecules, 23, 634 (1990).
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Gao, Q., Lan, P., Shao, H. et al. Direct Synthesis with Melt Polycondensation and Microstructure Analysis of Poly(L-lactic acid-co-glycolic acid). Polym J 34, 786–793 (2002). https://doi.org/10.1295/polymj.34.786
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DOI: https://doi.org/10.1295/polymj.34.786