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.

生物相容性聚合物广泛应用于组织工程和生物医学设备应用。然而，很少有生物材料适合用作长期植入物，并且这些例子通常具有有限的性能范围，可能难以加工，并且对外部刺激无反应。在这里，我们报告了一类易于加工的聚酰胺，具有立体控制的机械性能和高保真形状记忆行为。我们利用二丙醇酰胺和二硫醇之间的有效亲核硫醇-炔反应来合成这些材料，以沿着聚合物主链产生α,β-不饱和羰基部分。通过合理利用反应条件，烯烃立体化学可调节在 35-82%顺式含量之间，并且立体化学决定了本体材料的性能，例如拉伸强度、模量和玻璃化转变。通过将各种市售二硫醇与二丙醇酰胺单体聚合，可以进一步获得具有更广泛的热性能和机械性能的材料。