Skip to main content
Log in

Lipase-catalysed polymerization of lactic acid and its film forming properties

  • Published:
World Journal of Microbiology and Biotechnology Aims and scope Submit manuscript

Abstract

Extensive studies on lipase-catalysed preparation of polylactic acid showed that porcine pancreatic lipase (PPL) showed better conversions of lactic acid monomer and higher molecular weight polylactates than those with lipozyme IM20. Molecular weight determined by end group analysis showed that the highest molecular weight achieved was 1423 at 80.2% conversion by PPL. Employment of dicarboxylic acids or their anhydrides at 0.1–1.0 molar equivalents as linker molecules along with polylactic acids prepared as mentioned above resulted in still higher molecular weight polymers. The highest yield of 80.1% with a molecular weight of 3300 was achieved with 0.1 molar equivalent of succinic anhydride. Blends of enzymatically prepared polylactic acids with polystyrene yielded very good films in terms of tensile strength, elongation and optical properties.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Bisht, K.S., Deng, F., Gross, R.A., Kaplan, D.L. & Swift, G. 1997 Ethyl glucoside as a multifunctional initiator for enzyme-catalyzed regio-selective lactone ring-opening polymerization. Journal of the American Chemical Society 120, 1363–1367.

    Google Scholar 

  • Chaudhary, A.K., Beckman, A.J. & Russell, A.J. 1997 Biocatalytic polyester synthesis: analysis of the evolution of molecular weight and end group functionalities. Biotechnology and Bioengineering 55, 227–239.

    Google Scholar 

  • Divakar, S., Kiran, K.R., HariKrishna, S. & Karanth, N.G. 1999 An improved process for the preparation of esters of organic acids and alcohols. A patent filed at Indian Patent Office. 1243/DEL/99.

  • Gowarikar, V.R., Viswanathan, N.V. & Sreedhar, J. 1992 Polymer Science, 2nd edn., 404 pp. New Delhi, India: Wiley Eastern Ltd.

    Google Scholar 

  • Henderson, L.A., Svirkin, Y.Y., Gross, R.A., Kaplan, D.C. & Swift, G. 1996 Enzyme catalyzed polymerization of e-caprolactone: Effect of initiator on propagation. Polymer and Materials Science and Engineering 75, 6–7.

    Google Scholar 

  • Inoue, S. & Aida, T. 1986 Synthesis of polymers with regulated molecular weight. Makromol Chem Macromol Symp 6, 217–222.

    Google Scholar 

  • Kiran, K.R., Harikrishna, S., Suresh Babu, C.V., Karanth, N.G. & Divakar, S. 2000 An esterification method for determination of lipase activity. Biotechnology Letters 11, 1511–1514.

    Google Scholar 

  • Kiran, K.R., Suresh Babu, C.V. & Divakar, S. 2001 Thermostability of porcine pancreas lipase in non-aqueous media. Process Biochemistry 36, 885–892.

    Google Scholar 

  • Knani, D., Gutman, A.L. & Kohn, D.H. 1993 Enzymatic polyesterification in organic media: enzyme-catalyzed synthesis of linear polyesters. 1. Condensation polymerization of linear hydroxyesters. Journal of Polymer Science Part A Polymer Chemistry 31, 1221–1239.

    Google Scholar 

  • Kobayashi, S., Uyama, H., Namekawa, S. & Hayakawa, H. 1998 Enzymatic ring-opening polymerization and copolymerization of 8-octanolide by lipase catalyst. Macromolecules 31, 5655–5659.

    Google Scholar 

  • Lipinsky, E.S. & Sinclair, R.G. 1986 Is lactic acid a commodity chemical. Chemical Engineering Progress 82, 26–32.

    Google Scholar 

  • Namekawa, S., Uyama, H. & Kobayashi, S. 1996 Lipase-catalysed ring-opening polymerization and copolymerization of ?-propiolactone. Polymer Journal 28, 730–734.

    Google Scholar 

  • O'Hagan, D. & Zaidi, N.A. 1993 Polymerization of 10-hydroxydecanoic acid with the lipase from Candida cylinderacea. Journal of the Chemistry Society Perkin Transaction 1, 2389–2390.

    Google Scholar 

  • Ravi, P., Udayshankar, K. & Divakar, S. 2000 ?-Cyclodextrin mediated synthesis of syndiotactic-rich polystyrene. Journal of Inclusion Phenomena 38, 99–112.

    Google Scholar 

  • Ravi, P. Studies on Steric control in some ?-cyclodextrin mediated organic reactions. Ph.D thesis. University of Mysore, 1998.

  • Rika, M., Tadaki, S. & Kayoko, Y. 1996 Japan Kokkai Tokkyo Koho JP 08,73,573.

  • Seiji, O. & Masahiro, O. 1992 Japan Kokai Tokkyo Koho JP 06,172,502.

  • Seymour, R.B. & Carrea, C.E. 1984 Structure relationship in polymers. 55pp. New York: Plenum Press. ISBN O-30641650-6.

    Google Scholar 

  • Svirkin, Y.Y., Xu, J., Gross, R.A., Kaplan, D.L. & Swift, G. 1996 Enzyme catalyzed stereo-selective ring-opening polymerization of ?-methyl-?-propiolactone. Macromolecules 29, 4591–4597.

    Google Scholar 

  • Uyama, H. & Kobayashi, S. 1996 Enzymic ring-opening polymerization of macrolides to polyesters. Frontiers in Biomedicine Biotechnology 3, 5–15.

    Google Scholar 

  • Uyama, H., Kazuhiro, T., Norio, H. & Kobayashi, S. 1995 Enzymatic ring-opening polymerization of lactones to polyesters by lipase catalyst unusually high-selectivity of macrolides. Bulletin of the Chemistry Society Japan 68, 56–61.

    Google Scholar 

  • Uyama, H., Kazuhiro, T., Norio, H. & Shiro, K. 1995 Lipasecatalysed ring-opening polymerization of 12-dodecanolide. Macromolecules 28, 7046–7050.

    Google Scholar 

  • Voss, W. & Spielan, P. 1958 German (East) Patent 14, 548.

    Google Scholar 

  • Zhang, H., Deng, X. & Huang, Z. 1996 Ring opening polymerization of ?-caprolactone. Biotechnology Letters 18, 1051–1056.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kiran, K.R., Divakar, S. Lipase-catalysed polymerization of lactic acid and its film forming properties. World Journal of Microbiology and Biotechnology 19, 859–865 (2003). https://doi.org/10.1023/A:1026004229239

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1026004229239

Navigation