Elastomeric polyamide biomaterials with stereochemically tuneable mechanical properties and shape memory

Joshua C. Worch, Andrew C. Weems, Jiayi Yu, Maria C. Arno, Thomas R. Wilks, Robert T. R. Huckstepp, Rachel K. O’Reilly, Matthew L. Becker () and Andrew P. Dove ()
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Joshua C. Worch: University of Birmingham
Andrew C. Weems: University of Birmingham
Jiayi Yu: The University of Akron
Maria C. Arno: University of Birmingham
Thomas R. Wilks: University of Birmingham
Robert T. R. Huckstepp: University of Warwick
Rachel K. O’Reilly: University of Birmingham
Matthew L. Becker: Duke University
Andrew P. Dove: University of Birmingham

Nature Communications, 2020, vol. 11, issue 1, 1-11

Abstract: Abstract Biocompatible polymers are widely used in tissue engineering and biomedical device applications. However, few biomaterials are suitable for use as long-term implants and these examples usually possess limited property scope, can be difficult to process, and are non-responsive to external stimuli. Here, we report a class of easily processable polyamides with stereocontrolled mechanical properties and high-fidelity shape memory behaviour. We synthesise these materials using the efficient nucleophilic thiol-yne reaction between a dipropiolamide and dithiol to yield an α,β − unsaturated carbonyl moiety along the polymer backbone. By rationally exploiting reaction conditions, the alkene stereochemistry is modulated between 35–82% cis content and the stereochemistry dictates the bulk material properties such as tensile strength, modulus, and glass transition. Further access to materials possessing a broader range of thermal and mechanical properties is accomplished by polymerising a variety of commercially available dithiols with the dipropiolamide monomer.

Date: 2020
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DOI: 10.1038/s41467-020-16945-8

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