Macromolecular Research

The Polymer Society of Korea (한국고분자학회)
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Enzymatic Formation of 13,26-Dihexyl-1,14-dioxacyclohexacosane-2,15-dione via Oligomerization of 12-Hydroxystearic Acid

  • Lee, Chan-Woo (Department of Innovative Industrial Technology, Hoseo University) ;
  • Kimura, Yoshiharu (Department of Biomolecular Engineering, Kyoto Institute of Technology) ;
  • Chung, Jin-Do (Department of Environmental Engineering, Hoseo University)
  • Published : 2009.11.25
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Abstract

The enzymatic polymerization of 12-hydroxystearic acid (12-HSA) was carried out with Lipase $CA^{(R)}$ in benzene to produce poly(12-hydroxystearate) (PHS) with a low molecular weight. When this polymerization was continued for a long reaction time, the PHS once formed was depolymerized into a cyclic diester, 13,16-dihexyl-1,14-dioxacyclohexacosane-2,15-dione (12-HSAD). Similar polymerization and depolymerization were observed when 12-hydroxyoleic acid (12-HOA) was treated with Lipase $CA^{(R)}$, whereas only polymerization occurred when 12-hydroxydodecanoic acid (12-HDA) was treated in a similar manner. The preferential formation of cyclic diesters for 12-HSA was attributed to the structural requirements due to the bulky n-hexyl side groups stemming from the ring systems.

Keywords

References

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