Organic materials show promise as alternative materials for many modern-day electronics applications, such as transistors, LEDs, and photovoltaics. They hold many advantages over their inorganic counterparts, such as being lighter weight, lower cost, and flexible. Self-healing polymers are a specific form of organic polymer that are particularly promising because of their potential use in flexible devices. Self-healing materials have the capacity to spontaneously reform damaged bonds, thereby returning the material to its original state and recovering its initial properties. Imine bonds are a type of self-healing bond. Imines have a highly dynamic nature, allowing for the reshuffling of bonds required to recover material properties. Much research has been done on the use of imine bonds in self-healing polymers; however, no work has been done utilizing imine bonds for self-healing in semiconducting polymers. To incorporate self-healing behavior into a semiconducting polymer, we have investigated the synthesis of a poly(azomethine), a semiconducting polymer with an imine bond along the backbone. Initially, as a proof-of-concept for the dynamic exchange of bonds in our specific system, we reacted aniline with 2-thiophenealdehyde to form an imine. Then, to determine if bond exchange occurred, the imine produced was reacted with another amine. The reaction showed that a significant amount of imine exchanged, so we moved on to a polymer system. We synthesized 4,4'-dinitrotriphenylamine, which we then reduced to produce a diamine species. This diamine was then polymerized with a dialdehyde species, resulting in a fully conjugated polymer with multiple imine bonds along the backbone. The polymer will be made into thin films for testing. Mechanical properties will be investigated to determine initial film properties. Additionally, transistors will be produced to see if electrical properties can be recovered after the film has been damaged.