Next, we sought to demonstrate chemical recycling of these BSE-based materials, which to our knowledge has not been shown for any ROMP-derived PE-like material. We note that for both acid-and fluoride-mediated Si-O bond cleavage, the deconstruction products are a mixture of telechelic diols and mono-alcohols. Thus, it is theoretically possible to repolymerize these fragments via step-growth polycondensation to give new BSE-based PE mimics. Moreover, we recently introduced a theoretical model that suggests that step-growth repolymerization of such fragments can, in principle, produce recycled polymers of similar molar mass compared to the parent polymer; however, this model has not been tested in the context of PE-related materials or BSE-containing polymers. Thus, it remains unknown if the products of chain-growth derived ROMP polymers can be repolymerized by step-growth polymerization to give polymers with similar properties. To test this concept, we exposed the acetic acid-generated cleavage products of i PrSi8-co-PE-50 to dichlorodiisopropylsilane in a 1:1 ratio and imidazole in dichloromethane solvent. The conversion of hydroxy groups was measured by monitoring the adjacent methylene protons (H a ) compared to 1,3,5-trimethoxybenzene internal standard by 1 H NMR spectroscopy (Figures ). Repolymerization was confirmed by disappearance of the proton H a resonance (Figures ) and by reformation of high molar mass material by SEC (Figure , dark purple trace). Strikingly, we found the molar mass of the recycled polymer (41.6 kDa) was very similar to that of the original i PrSi8-co-PE-50 (42.3 kDa), supporting our theoretical model and confirming successful recycling of chain-growth derived BSE-containing polymers via step-growth repolymerization.