Crosslinked internal alkyne-based stereo elastomers: polymers with tunable mechanical properties

Yen-Hao Hsu, Andrew Dove, Matthew L Becker

Research output: Contribution to journalArticlepeer-review


New methods to introduce and control polymer network crosslinking and improve mechanical properties of the resulting materials have been investigated extensively. Common methods to enhance the mechanical properties of elastomers include “vulcanization” by which polymer chains are covalently crosslinked. In this work, we outline a new method to crosslink well-defined, synthetic elastomers using “click” reactions. Specifically, 2-butyne-1,4-diyl dipropiolate which possesses both external and internal alkynes, was synthesized as a functional monomer and copolymerized with dithiols to yield a series of elastomeric materials possessing variations in cis stereochemistry. Notably, the glass-transition temperature and mechanical properties of the resulting copolymers can be tuned by changing the stoichiometry between 2-butyne-1,4-diyl dipropiolate and 1,3-propane diyl dipropiolate. The alkyne functionalities within the backbone allow for post-polymerization interchain crosslinking to form polymer networks using a ruthenium-catalyzed azide–alkyne cycloaddition. Hysteresis tests have shown that tensile modulus and recovery can be controlled by the density of the crosslinking within the network.
Original languageEnglish
Pages (from-to)4649–4657
Number of pages9
Issue number10
Early online date14 May 2021
Publication statusPublished - 25 May 2021

Bibliographical note

Funding Information:
The authors gratefully acknowledge financial support from the W. Gerald Austen Endowed Chair in Polymer Science and Polymer Engineering. Mass spectrometry was performed by Selim Gerislioglu in the laboratory of Dr. Chrys Wesdemiotis at The University of Akron Mass Spectrometry Center.

Publisher Copyright:
© 2021 American Chemical Society.


  • click reaction
  • Glass transition temperature
  • elastomeric materials
  • alkyne

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Organic Chemistry


Dive into the research topics of 'Crosslinked internal alkyne-based stereo elastomers: polymers with tunable mechanical properties'. Together they form a unique fingerprint.

Cite this