Covalent
adaptable networks (CANs), which can reconfigure on-demand
under photo- or thermal stimuli, have recently been pursued as an
alternative to the traditional thermosetting polymers. While these
materials have demonstrated excellent recyclability and reprocessability,
the majority of them reported to date are based on non-renewable resources.
Meanwhile, material recycling highly counts on the collection system,
and any materials that inevitably escape from the collection system
will eventually go to the environment, challenging nature’s
ability to break down these materials. Therefore, CAN materials that
possess both recyclability and degradability are highly desirable.
In this work, we seek to simultaneously address the recyclability,
renewability, and degradability of CAN materials. Spiro diacetal building
blocks are derived from bio-based benzaldehyde and erythritol and
then subjected to the curing process using bio-based epoxy soybean
oil as crosslinkers, yielding fully biobased CAN materials. Owing
to the dynamic and degradable features of acetal motifs, our CAN materials
exhibit both good recyclability and acid degradability, and the degraded
products are reusable for preparation of new CANs. In addition, by
tuning the steric hindrance adjacent to the reactive phenol site,
we are able to control the mechanical properties of CANs using different
bio-based benzaldehydes (vanillin, ethyl vanillin, and syringaldehyde).
The outcome of the current research provides a strategy for the design
of recyclable and degradable bio-based CANs, which will extend the
development of CANs.