Crystallization of polyesters composed of isohexides and aliphatic dicarboxylic acids: Effects of isohexide stereoisomerism and dicarboxylic acid chain length

Hironori Marubayashi, Takaaki Ushio, Shuichi Nojima

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

We have investigated the crystallization of a series of bio-based polyesters made from isohexides [isomannide (M) or isosorbide (S)] and aliphatic dicarboxylic acids (Mk or Sk with k = 4, 5, 6, 8, 10, 12, where k is the carbon number of dicarboxylic acid units). The effects of stereoisomerism of isohexide units (M or S) and chain length of dicarboxylic acid units (k) on the crystallization of the polyesters were systematically examined. A crystalline nature of M4, M10, M12, S10, and S12 was confirmed by differential scanning calorimetry, wide-angle X-ray diffraction, and polarized optical microscopy. Especially, we performed detailed studies on the crystalline hierarchical structure and crystallization behavior of the crystalline polyesters with long dicarboxylic acid units (k ≥ 10). The larger k gave a higher crystallinity for both Mk and Sk (k = 10, 12), while a difference in crystallinity between Mk and Sk was not so large. The right-handed 2/1 helical conformation of M12 was proposed on the basis of the fiber diagram, infrared progression bands, and conformational analysis. The equilibrium melting temperatures of Mk and Sk (k = 10, 12) were determined to ca. 100 °C using the solvent-annealed samples. The crystallization rate drastically increased with increasing k, and the crystallization of Sk was faster than that of Mk.

Original languageEnglish
Pages (from-to)174-183
Number of pages10
JournalPolymer Degradation and Stability
Volume146
DOIs
Publication statusPublished - 2017 Dec 1
Externally publishedYes

Keywords

  • Chain length
  • Crystallization
  • Crystallization behavior
  • Dicarboxylic acid
  • Hierarchical structure
  • Isohexide
  • Isomannide
  • Isosorbide
  • Polyester
  • Stereoisomerism

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Mechanics of Materials
  • Polymers and Plastics
  • Materials Chemistry

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