Abstract
The enzymatic polymerization of 12-hydroxystearic acid (12-HSA) was carried out with Lipase CA® 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®, 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 bulkyn-hexyl side groups stemming from the ring systems.
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Lee, C.W., Kimura, Y. & Chung, J.D. Enzymatic formation of 13,26-Dihexyl-1,14-dioxacyclohexacosane-2,15-dione via Oligomerization of 12-Hydroxystearic acid. Macromol. Res. 17, 919–925 (2009). https://doi.org/10.1007/BF03218636
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DOI: https://doi.org/10.1007/BF03218636