Due to the impending global plastic crisis, new polymerization strategies are needed to design degradable polymers which would render commercial polymers degradable via chemical hydrolysis, enzymatically, or photolytically. Of immense interest are carbonyl-containing polymers which are known to photodegrade under ultraviolet light. This would not only allow for the commercial materials with carbonyl incorporations to be chemically recycled but allow for plastic materials to degrade under environmental conditions if mismanaged. The following thesis will entail how I employed photoinduced electron transfer – reversible addition fragmentation chain transfer (PET-RAFT) to copolymerize monomers with isocyanides to access novel, photodegradable copolymers. I was able to obtain three different novel copolymers, poly(MA-co-TosMIC), poly(MA-co-MEI), and poly(VAc-co-MEI), using this controlled radical polymerization method. I was able to tune the incorporation of the isocyanide within the backbone. Given the reactivity differences in each of these comonomer systems, I optimized each pair for molecular weight and incorporation control. I conclude with post-polymerization modifications where I provide evidence that hydrolysis of the isocyanide can be leveraged to access the carbonyl along the polymer backbone. I propose future directions including post-polymerization functionalize with amines and crosslinking with diamines to access unique and potentially recyclable materials.