Curdlan ester derivatives: Synthesis, structure, and properties

Hironori Marubayashi, Kazuyori Yukinaka, Yukiko Enomoto-Rogers, Akio Takemura, Tadahisa Iwata

Research output: Contribution to journalArticlepeer-review

49 Citations (Scopus)

Abstract

A series of ester derivatives of curdlan, which is a β-(1 → 3)-d-glucan extracellularly produced by microorganism, with varying alkyl chain lengths (C2-C12) were synthesized by the heterogeneous reaction using trifluoroacetic anhydride. As a result, high-molecular-weight (Mw ≥ 6 × 105) and fully-acylated curdlan was obtained with relatively high yield (>70%). Thermal stability of curdlan was greatly improved by esterification. Crystallization was observed for curdlan esters with C2-C6 side chains. Both Tg (170 → 50 C) and Tm (290 → 170 C) of curdlan esters decreased with increasing the side-chain length. By the increase in the side-chain carbon number, curdlan esters showed lower Young's modulus and tensile strength, and larger elongation at break. Thus, material properties of curdlan esters can be controlled by changing the side-chain length. It was found that the increase of the side-chain length resulted in the decrease of crystallinity and the change of crystal structures.

Original languageEnglish
Pages (from-to)427-433
Number of pages7
JournalCarbohydrate Polymers
Volume103
Issue number1
DOIs
Publication statusPublished - 2014 Mar 15

Keywords

  • Curdlan
  • Ester derivatives
  • Properties
  • Structure
  • Synthesis
  • β-(1 → 3)-d-Glucan

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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