Biobased copolymers composed of l -lactic acid and side-chain-substituted lactic acids: Synthesis, properties, and solid-state structure

Hironori Marubayashi, Shigeo Asai, Takaaki Hikima, Masaki Takata, Tadahisa Iwata

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

Various biobased copolyesters composed of l-lactic acid (LLA) and side-chain-substituted lactic acids (SLAs) with high molecular weight and LLA-rich composition are synthesized by direct solution polycondensation. Glycolic acid, 2-hydroxyisobutyric acid, (S)-2-hydroxy-3-methylbutanoic acid (LVOH), and (S)-2-hydroxy-4-methylpentanoic acid (LLOH) are chosen as SLAs. Wide-angle X-ray diffraction (WAXD) and small-angle X-ray scattering (SAXS) reveal that the substituent size of the SLAs determines whether or not SLA units are included in crystallites of the LLA sequences. Unlike poly(l-lactic acid), tensile necking is seen in the copolymers with 2 mol% LVOH and with 6 mol% LLOH. Enzymatic degradation is accelerated with increasing SLA content. Especially for 6 mol% LLOH, the SLA introduction improves both the mechanical properties and the enzymatic degradability.

Original languageEnglish
Pages (from-to)2546-2561
Number of pages16
JournalMacromolecular Chemistry and Physics
Volume214
Issue number22
DOIs
Publication statusPublished - 2013 Nov
Externally publishedYes

Keywords

  • P(LLA-co-SLA)s
  • crystal structures
  • enzymatic degradability
  • mechanical properties
  • side-chain-substituted lactic acids

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry
  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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