Article

Homopolymerization and copolymerization of a dilactone, 13,26-dihexyl-1,14-dioxa-cyclohexacosane-2,15-dione: Synthesis of bio-based polyesters and copolyesters consisting of 12-hydroxystearate sequences

  1. Chan Woo Lee1,
  2. Kazunari Masutani2,
  3. Tomokazu Kato2,
  4. Yoshiharu Kimura2,*

Article first published online: 29 DEC 2011

DOI: 10.1002/pola.25893

Issue

Journal of Polymer Science Part A: Polymer Chemistry

Journal of Polymer Science Part A: Polymer Chemistry

Volume 50, Issue 7, pages 1290–1297, 1 April 2012

Additional Information

How to Cite

Lee, C. W., Masutani, K., Kato, T. and Kimura, Y. (2012), Homopolymerization and copolymerization of a dilactone, 13,26-dihexyl-1,14-dioxa-cyclohexacosane-2,15-dione: Synthesis of bio-based polyesters and copolyesters consisting of 12-hydroxystearate sequences. J. Polym. Sci. A Polym. Chem., 50: 1290–1297. doi: 10.1002/pola.25893

Author Information

  1. 1

    Department of Innovative Industrial Technology, Hoseo University, Asan, Chungnam 336-851, Korea

  2. 2

    Department of Biomolecular Engineering, Kyoto Institute of Technology Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan

*Department of Biomolecular Engineering, Kyoto Institute of Technology Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan

Publication History

  1. Issue published online: 21 FEB 2012
  2. Article first published online: 29 DEC 2011
  3. Manuscript Accepted: 7 DEC 2011
  4. Manuscript Received: 22 JUN 2011

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Keywords:

  • biodegradable;
  • copolymerization;
  • dilactone;
  • ring-opening polymerization;
  • polyesters;
  • poly(12-hydroxystearate);
  • poly(L-lactide)

Abstract

A dilactone, 13,26-dihexyl-1,14-dioxacyclohexacosane-2,15-dione (12-HSAD), was synthesized by lipase-catalyzed reaction of 12-hydroxystearic acid (12-HSA) in high yield. It was subjected to the ring-opening polymerization with various catalysts to obtain poly(12-hydroxystearate) (PHS). The polymerization system of 12-HSAD showed an interesting polymerization behavior because of its large ring system. The polymers produced by this polymerization were directly reacted with L-lactide to obtain a diblock copolymer of poly(L-lactide)-block-poly-(12-hydroxystearate) (PLLA-b-PHS). Characterization of the resultant copolymers was also performed. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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