Segmented block copolyesters using click chemistry

Stephen M. June, Philippe Bissel, Timothy Edward Long

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Copper(I) catalyzed azide-alkyne 1,3-Huisgen cycloaddition reaction afforded the synthesis of triazole-containing polyesters and segmented block copolyesters at moderate temperatures. Triazole-containing homopolyesters exhibited significantly increased (∼40 °C) glass transition temperatures (T g) relative to high temperature, melt synthesis of polyesters with analogous structures. Quantitative synthesis of azido-terminated poly(propylene glycol) (PPG) allowed for the preparation of segmented polyesters, which exhibited increased solubility and mechanical ductility relative to triazole-containing homopolyesters. Differential scanning calorimetry demonstrated a soft segment (SS) T g near -60 °C for the segmented polyesters, consistent with microphase separation. Tensile testing revealed Young's moduli ranging from 7 to 133 MPa as a function of hard segment (HS) content, and stress at break values approached 10 MPa for 50 wt % HS segmented click polyesters. Dynamic mechanical analysis demonstrated an increased rubbery plateau modulus with increased HS content, and the T g's of both the SS and HS did not vary with composition, confirming microphase separation. Atomic force microscopy also indicated microphase separated and semicrystalline morphologies for the segmented click polyesters. This is the first report detailing the preparation of segmented copolyesters using click chemistry for the formation of ductile membranes with excellent thermomechanical response.

Original languageEnglish
Pages (from-to)3797-3805
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume50
Issue number18
DOIs
Publication statusPublished - 2012 Sep 15
Externally publishedYes

Fingerprint

Polyesters
Triazoles
Microphase separation
Propylene Glycol
Alkynes
Azides
Cycloaddition
Tensile testing
Dynamic mechanical analysis
Glycols
Propylene
Ductility
Copper
Differential scanning calorimetry
Atomic force microscopy
Solubility
Elastic moduli
Membranes
Temperature
Chemical analysis

Keywords

  • atomic force microscopy (AFM)
  • block copolymers
  • click chemistry
  • click polyesters
  • CuAAC
  • polyesters
  • segmented block copolymers
  • step-growth polymerization
  • triazole

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Segmented block copolyesters using click chemistry. / June, Stephen M.; Bissel, Philippe; Long, Timothy Edward.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 50, No. 18, 15.09.2012, p. 3797-3805.

Research output: Contribution to journalArticle

June, Stephen M. ; Bissel, Philippe ; Long, Timothy Edward. / Segmented block copolyesters using click chemistry. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2012 ; Vol. 50, No. 18. pp. 3797-3805.
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