With the aim of developing suitable alternatives to fossil-based commodity plastics, looking at the feedstock of bioderived monomers becomes essential to help creating a sustainable and circular plastic economy. Oxa-norbornene lactone (ONL) derivatives made from bio-based Itaconic anhydride and furfuryl alcohol have been identified as a suitable candidate for ring-opening metathesis polymerisation (ROMP).[1],[2] In our study we build on these previous findings and extend the study toward investigating the functionalisation of these ONL derivatives with different biobased esters and explore their effect on polymerisability, as well as their thermal properties by using thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC). Further, the deprotected ONL platform is investigated towards crosslinking and its rheological properties in aqueous media.