Elastomeric polyamide biomaterials with stereochemically tuneable mechanical properties and shape memory
Open Access
- 26 June 2020
- journal article
- research article
- Published by Springer Science and Business Media LLC in Nature Communications
- Vol. 11 (1), 1-11
- https://doi.org/10.1038/s41467-020-16945-8
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.Keywords
This publication has 76 references indexed in Scilit:
- Electrospun gelatin/nylon‐6 composite nanofibers for biomedical applicationsPolymer International, 2012
- Crystallization studies on linear aliphatic polyamides derived from naturally occurring carbohydratesJournal of Applied Polymer Science, 2010
- Localized Immunosuppressive Environment in the Foreign Body Response to Implanted BiomaterialsThe American Journal of Pathology, 2009
- Poly(propylene fumarate) Bone Tissue Engineering Scaffold Fabrication Using Stereolithography: Effects of Resin Formulations and Laser ParametersBiomacromolecules, 2007
- Acylated and hydroxylated polyamides derived from l-tartaric acidPolymer, 2005
- Stereocopolyamides Derived from 2,3-Di-O-methyl-d- and -l-tartaric Acids and Hexamethylenediamine. 1. Synthesis, Characterization, and Compared PropertiesMacromolecules, 1996
- Osteoblast-like cell (MC3T3-E1) proliferation on bioerodible polymers: an approach towards the development of a bone-bioerodible polymer composite materialBiomaterials, 1993
- Optically active polyamides derived from L-tartaric acidMacromolecules, 1993
- Suture materials: A reviewClinical Materials, 1989
- Molecular structure and rubber-like elasticity I. The crystal structures ofβgutta-percha, rubber and polychloropreneProceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences, 1942