Advertisement

Enzymatic Polymerisation

  • Soundar Divakar
Chapter

Abstract

Potentiality of lipases to effect esterification has been explored to prepare polymers of monomer molecules which possess hydroxyl and carboxyl functions like lactic acid, ε-caprolactone, p-hydroxybenzoic acid, p-aminobenzoic acid, adipic acid and 1,6-hexanediol. Ring opening polymerisation of ε-caprolactone gave a polycaprolactone polymer of molecular weight 10,000, which was the best compared to the low molecular weight polymers of molecular weight 400–5,000 obtained with the other above-mentioned monomers. Relative advantages and disadvantages of the use of lipases in such polymerisation reactions along with the film-forming properties of polylactic acid and polycaprolactone and its blends are presented in this chapter.

Keywords

Polylactic Acid Glycolic Acid Adipic Acid Malonic Acid Succinic Anhydride 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. Bartz T, Roehe P (2003) Ger Offen DE 19854404. A1, 31 May 2000, p 6Google Scholar
  2. Binns F, Roberts SM, Taylor A, Williams CF (1994) Studies leading to the large scale synthesis of polyesters using enzymes. J Chem Soc Perkin Trans 1:899–904Google Scholar
  3. Bisht KS, Deng F, Gross RA, Kaplan DL, Swift G (1998) Ethyl glucoside as a multifunctional initiator for enzyme-catalyzed regio-selective lactone ring-opening polymerization. J Am Chem Soc 120:1363–1367CrossRefGoogle Scholar
  4. Bohl W, Partusch G, Fleishmann S (2000) Ger Offen DE 19928608 A1, 28 DecGoogle Scholar
  5. Chaudhary AN, Qadri RB (1990) Higher fatty acid esters of lactic acid. Pak J Ind Res 33:334–336Google Scholar
  6. Divakar S (2003) Porcine pancreas lipase catalysed preparation of oligomers of p-hydroxybenzoic acid and p-aminobenzoic acid. Ind J Chem Sect B 42B:1467–1470Google Scholar
  7. Divakar S (2004) Porcine pancreas lipase catalysed ring-opening polymerization of ε-caprolactone. J Macromol Sci Part A Pure Appl Chem A41(5):537–546CrossRefGoogle Scholar
  8. Divakar S, Kiran KR, Harikrishna S and Karanth NG (1999) An improved process for the preparation of esters of organic acids and alcohols. Indian Patent, 1243/DEL/99 No. 191078Google Scholar
  9. Gowariker VR, Viswanathan NV, Sreedhar J (1992) Polymer science. Wiley Eastern Ltd., New DelhiGoogle Scholar
  10. Gross RA, Kumar A, Kalra B (2001) Polymer synthesis by in vitro enzyme catalysis. Chem Rev 101(7):2097–2124PubMedCrossRefGoogle Scholar
  11. Huang K, Lin YG, Winter HH (1992) p-Hydroxy benzoate/ethylene terephthalate copolyester: structure of high-melting crystals formed during partially molten state annealing. Polymer 33:4533–4537CrossRefGoogle Scholar
  12. Inoue A (1996) JPN Kokai Tokkyo Koho Jp 08059847, A25, Mar 1996, Heirei 5, Japan (CA)Google Scholar
  13. Kiran KR, Divakar S (2003) Lipase catalyzed polymerization of lactic acid and its film forming properties. World J Microbiol Biotechnol 19:859–865CrossRefGoogle Scholar
  14. Knani D, Gutman AL, Kohn DH (1993) Enzymatic polyesterification in organic media enzyme – catalyzed synthesis of linear polyesters. 1. Condensation polymerization of linear hydroxyesters. J Polym Sci Part A Polym Chem 31:1221–1232CrossRefGoogle Scholar
  15. Kobayashi S, Uyama H, Namekawa S, Hayakawa H (1998) Enzymatic ring-opening polymerization and copolymerization of 8-octanolide by lipase catalyst. Macromolecules 31:5655–5659CrossRefGoogle Scholar
  16. Kumar A, Gross RA (2000) Candida antarctica lipase B-catalyzed transesterification: new synthetic routes to copolyesters. J Am Chem Soc 122:11767–11770CrossRefGoogle Scholar
  17. Kumar A, Kumar N, Parmar V (1996) Preparative and mechanistic aspects of interesterification reactions on diols and peracetylated polyphenolic compounds catalysed by lipases. Pure Appl Chem 68:749–752CrossRefGoogle Scholar
  18. Lipinsky ES, Sinclair RG (1986) Is lactic acid a commodity chemical? Chem Eng Progr 82:26–32Google Scholar
  19. Muhlfeld H, Wagener S (2000) Eur Pat Appl EP 1043349, A2, 11 Oct 2000, 5 ppGoogle Scholar
  20. Namekawa S, Uyama H, Kobayashi S (1996) Lipase-catalyzed ring-opening polymerization and copolymerization of β-propiolactone. Polym J 28:730–731CrossRefGoogle Scholar
  21. Preston J, Kotek R, Krigbaum WR (1992) Macromol Synth 11:27Google Scholar
  22. Rika M, Tadaki S, Kayoko Y (1996) Jpn Kokkai Tokkyo Koho JP 08:73,573Google Scholar
  23. Sandez-Adsuar MS, Martin-Martiz JM (2000) J Adhes Sci Technol 14:8Google Scholar
  24. Seiji O, Masahiro O (1992) Jpn Kokai Tokkyo Koho JP 06:172502Google Scholar
  25. Seymour RB, Carrea CE Jr (1984) Structure relationship in polymers. Plannum Press, New York, pp 55–69CrossRefGoogle Scholar
  26. Svirkin YY, Xu J, Gross RA, Kaplan DL, Swift G (1996) Enzyme catalyzed stereo-selective ring- opening polymerization of α-methyl-β-propiolactone. Macromolecules 29:4591–4597CrossRefGoogle Scholar
  27. Taesler C, Wittich H, Jourgen C, Schulte K, Kricheldorf HR (1996) J Appl Polym Sci 61:783–792CrossRefGoogle Scholar
  28. Uyama H, Kobayashi S (1996) Enzymatic ring-opening polymerization of macrolides to polyesters. Front Biomed Biotechnol 3:5–15Google Scholar
  29. Voss W, Spielan P (1958) German (East) Patent 14, 548Google Scholar
  30. Zhang H, Deng X, Huang Z (1996) Ring-opening polymerization of ε-caprolactone by bacterial protease. Biotechnol Lett 18:1051–1054CrossRefGoogle Scholar

Copyright information

© Springer India 2013

Authors and Affiliations

  1. 1.Central Food Technological Research InstituteMysoreIndia

Personalised recommendations