Abstract
Aliphatic polyesters have been synthesized by enzymatic polymerization of dicarboxylic acids and glycols in a solvent-free system. Candida antarctica lipase catalyzed the polymerization under mild reaction conditions, despite the heterogeneous mixture of the monomers and catalyst. Effects of the polymerization conditions were systematically investigated in the polymerization of sebacic acid and 1,4-butanediol. Methylene chain length of the monomers greatly affected the polymer yield and molecular weight. The polymer with molecular weight of more than 1×104 was obtained by the reaction under reduced pressure. The addition of a small amount of adjuvant afforded the polymer from the solid monomers.
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S. Kobayashi, J. Polym. Sci., Polym. Chem. Ed., 37, 3041 (1999).
S. Kobayashi, S. Shoda, and H. Uyama, “The Polymeric Materials Encyclopedia”, J. C. Salamone, Ed., CRC Press, Boca Raton, 1996, pp 2102-2107.
3 S. Kobayashi, S. Shoda, and H. Uyama, “Catalysis in Precision Polymerization”, S. Kobayashi, Ed., John Wiley & Sons, Chichester, Chapter 8, 1997.
H. Ritter, Trends Polym. Sci., 1, 171 (1993).
S. Kobayashi and H. Uyama, “Materials Science and Technology-Synthesis of Polymers,” A.-D. Schlüter, Ed., Wiley-VCH, Weinheim, Chap. 16, 1998.
R. A. Gross, D. L. Kaplan, and G. Swift, Ed., ACS Symp. Ser., 684 (1998).
S. Kobayashi, J. Polym. Sci., Polym. Chem. Ed., 37, 3041 (1999).
J. S. Wallace and C. J. Morros, J. Polym. Sci., Polym. Chem. Ed., 27, 2553 (1989).
V. D. Athawale and S. R. Gaonkar, Biotechnol. Lett., 16, 149 (1994).
A. W.P. Jarvie, B. K. Samra, and A. J. Wiggett, J. Chem. Res. (S), 129 (1996).
H. Uyama and S. Kobayashi, Chem. Lett., 1687 (1994).
A. K. Chaudhary, E. J. Beckman, and A. J. Russell, J. Am. Chem. Soc., 117, 3728 (1995).
H. Uyama, S. Yaguchi, and S. Kobayashi, Polym. J., 31, 380 (1999).
H. Uyama, K. Inada, and S. Kobayashi, Macromol. Rapid Commun., 20, 171 (1999)
H. Uyama, H. Kikuchi, and S. Kobayashi, Chem. Lett., 1047 (1995).
H. Uyama, H. Kikuchi, and S. Kobayashi, Bull. Chem. Soc. Jpn., 70, 1691 (1997).
F. Binns, S. M. Roberts, A. Taylor, and C. F. Williams, J. Chem. Soc., Perkin Trans. 1, 899 (1993).
E. M. Brazwell, D. Y. Filos, and C. J. Morrow, J. Polym. Sci., Polym. Chem. Ed., 33, 89 (1995).
Y.-Y. Linko, Z.-L. Wang, and J. Seppalä, J. Biotechnol., 40, 133 (1995).
Z.-L. Wang, K. Hiltunen, P. Orava, J. Seppalä, and Y.-Y. Linko, J. Macromol. Sci.-Pure Appl. Chem., A33, 599 (1996).
F. Binns, P. Harffey, S. M. Roberts, and A. Taylor, J. Polym. Sci., Polym. Chem. Ed., 36, 2069 (1998).
H. Uyama, K. Inada, and S. Kobayashi, Chem. Lett., 1285 (1998).
F. Binns, P. Harffey, S. M. Roberts, and A. Taylor, J. Chem. Soc., Perkin Trans. 1, 2671 (1999).
H. Uyama, K. Takeya, and S. Kobayashi, Bull. Chem. Soc. Jpn., 68, 56 (1995).
H. Uyama, K. Takeya, N. Hoshi, and S. Kobayashi, Macromolecules, 28, 7046 (1995).
H. Uyama, H. Kikuchi, K. Takeya, and S. Kobayashi, Acta Polymerica, 47, 357 (1996).
S. Namekawa, H. Uyama, and S. Kobayashi, Proc. Jpn. Acad., 74B, 65 (1998).
S. Kobayashi, K. Takeya, S. Suda, and H. Uyama, Macromol. Chem. Phys., 199, 1729 (1998).
H. Uyama, S. Yaguchi, and S. Kobayashi, J. Polym. Sci., Polym. Chem. Ed., 37, 2737 (1999).
S. Suda, H. Uyama, and S. Kobayashi, Proc Acad. Jpn., 75B, 201 (1999).
I. Gill and E. N. Vulfson, J. Am. Chem. Soc., 115, 3348 (1993).
R. López-Frandino, I. Gill, and E. N. Vulfson, Biotechnol. Bioeng., 43, 1024 (1994).
S. Kobayashi, H. Kikuchi, and H. Uyama, Macromol. Rapid Commun., 18, 575 (1997).
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Uyama, H., Inada, K. & Kobayashi, S. Lipase-Catalyzed Synthesis of Aliphatic Polyesters by Polycondensation of Dicarboxylic Acids and Glycols in Solvent-Free System. Polym J 32, 440–443 (2000). https://doi.org/10.1295/polymj.32.440
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DOI: https://doi.org/10.1295/polymj.32.440
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